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  • Organic Chemistry  (68,958)
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  • 1
    Online Resource
    Wiesbaden : Springer Spektrum
    Keywords: Molekularbiologie ; Molekularbiologische Methode ; Life sciences ; Cytogenetics ; Organic chemistry ; Biochemistry ; Microbiology ; Electrophoresis ; Life Sciences ; Microbiology ; Organic Chemistry ; Electrophoresis ; Biochemistry, general ; Cytogenetics ; Molekularbiologie ; Molekularbiologische Methode
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XII, 83 S. 63 Abb., 4 Abb. in Farbe)
    Edition: 2., überarbeitete Auflage
    ISBN: 9783658206246
    Series Statement: essentials
    DDC: 579
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    Language: German
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  • 2
    Online Resource
    Berlin : Springer
    Keywords: Giftpflanzen ; Gartenpflanzen ; Giftpflanzen ; Deutschland ; Mitteleuropa ; Popular works ; Organic chemistry ; Plant science ; Botany ; Nature ; Environment ; Popular Science ; Popular Science in Nature and Environment ; Plant Sciences ; Organic Chemistry ; Environment, general ; Deutschland 03.10.1990- ; Giftpflanzen ; Gartenpflanzen ; Mitteleuropa ; Giftpflanzen
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XII, 256 S. 69 Abb. in Farbe)
    Edition: 2. Auflage
    ISBN: 9783662560488
    DDC: 333.7
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    Language: German
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  • 3
    Online Resource
    Berlin : Springer Spektrum
    Keywords: Chemisches Labor ; Chemistry ; Pharmacy ; Analytical chemistry ; Organic chemistry ; Medicine ; Microbiology ; Chemistry ; Analytical Chemistry ; Organic Chemistry ; Pharmacy ; Medicine ; Microbiology ; Mehrsprachiges Wörterbuch ; Chemisches Labor
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XII, 546 S. 1 Abb)
    Edition: 3. Auflage
    ISBN: 9783662558485
    DDC: 503
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    Language: German
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  • 4
    Online Resource
    Berlin : Springer Spektrum
    Keywords: Chemie ; Englisch ; Chemie ; Deutsch ; Chemistry ; Analytical chemistry ; Inorganic chemistry ; Organic chemistry ; Physical chemistry ; Polymers ; Chemical engineering ; Chemistry ; Analytical Chemistry ; Inorganic Chemistry ; Organic Chemistry ; Physical Chemistry ; Polymer Sciences ; Industrial Chemistry ; Mehrsprachiges Wörterbuch ; Wörterbuch ; Chemie ; Englisch ; Chemie ; Deutsch
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (IX, 438 S.)
    Edition: 2., überarbeitete und erweiterte Auflage
    ISBN: 9783662563311
    DDC: 540.3
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    Language: German
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  • 5
    Online Resource
    Berlin : Springer Spektrum
    Person(s): Ritter, Helmut
    Keywords: Chemistry ; Organic chemistry ; Polymers ; Biomaterials ; Chemistry ; Polymer Sciences ; Organic Chemistry ; Biomaterials
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (VII, 226 S. 136 Abb)
    ISBN: 9783662559567
    DDC: 541.2254
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    Language: German
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  • 6
    Online Resource
    Berlin : Springer Spektrum
    Person(s): Gey, Manfred
    Keywords: Chemie ; Analytische Chemie ; Biochemische Analyse ; Methode ; Praktikum ; Chemistry ; Analytical chemistry ; Biotechnology ; Food ; Organic chemistry ; Biochemistry ; Analytical Chemistry ; Biochemistry, general ; Organic Chemistry ; Food Science ; Analytische Chemie ; Biochemische Analyse ; Methode ; Praktikum
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XVII, 309 Seiten 304 Abb)
    ISBN: 9783662541234
    DDC: 543
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    Language: German
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  • 7
    Online Resource
    Wiesbaden : Springer Spektrum
    Keywords: Chemie ; Chemistry ; Spectroscopy ; Organic chemistry ; Organic Chemistry ; Spectroscopy ; Hochschulschrift
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XV, 129 Seiten)
    ISBN: 9783658172664
    Series Statement: BestMasters
    DDC: 547
    Language: German
    Dissertation note: Masterarbeit Westfälische Wilhelms-Universität Münster
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  • 8
    Online Resource
    Berlin : Springer Spektrum
    Keywords: Chemie ; Ingenieurwissenschaften ; Wirtschaft ; Chemistry ; Business ; Management science ; Inorganic chemistry ; Organic chemistry ; Physical chemistry ; Engineering ; Chemistry ; Inorganic Chemistry ; Organic Chemistry ; Physical Chemistry ; Engineering, general ; Business and Management, general
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XXVII, 631 Seiten)
    ISBN: 9783662528211
    DDC: 546
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    Language: German
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  • 9
    Online Resource
    Berlin : Springer Spektrum
    Keywords: Chemie ; Chemistry ; Organic chemistry ; Organic Chemistry
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (X, 387 Seiten)
    ISBN: 9783662538524
    DDC: 547
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    Language: German
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  • 10
    Online Resource
    Wiesbaden : Springer Spektrum
    Keywords: Chemie ; Naturstoff ; Biomolekül ; Chemistry ; Organic chemistry ; Organic Chemistry ; Naturstoff ; Biomolekül
    Type of Medium: Online Resource
    Pages: 1 Online Ressource (IX, 55 Seiten)
    ISBN: 9783658154394 , 9783658154387
    Series Statement: essentials
    DDC: 547
    Language: German
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  • 11
    Online Resource
    Berlin, Heidelberg : Springer Berlin Heidelberg
    Keywords: Chemistry, Organic ; Organic Chemistry
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XIII, 188 S. 176 Abb)
    ISBN: 9783662549681
    DDC: 547
    Language: German
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  • 12
    Online Resource
    Wiesbaden : Springer Spektrum
    Keywords: Chemie ; Chemistry ; Organic chemistry ; Medicinal chemistry ; Catalysis ; Organic Chemistry ; Medicinal Chemistry ; Hochschulschrift
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XII, 108 Seiten 142 Abb)
    ISBN: 9783658126919 , 9783658126902
    Series Statement: BestMasters
    DDC: 541.395
    Language: German
    Dissertation note: Masterarbeit Westfälische Wilhelms-Universität Münster
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  • 13
    Online Resource
    Wiesbaden : Springer Spektrum
    Keywords: Chemie ; Chemistry ; Inorganic chemistry ; Organic chemistry ; Catalysis ; Inorganic Chemistry ; Organic Chemistry ; Hochschulschrift
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XXIII, 133 Seiten 54 Abb)
    ISBN: 9783658135744 , 9783658135737
    Series Statement: BestMasters
    DDC: 541.395
    Language: German
    Dissertation note: Masterarbeit Technische Universität München
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  • 14
    Online Resource
    Berlin [u.a.] : Springer Spektrum
    Associated volumes
    Keywords: Chemie ; Organische Chemie ; Chemistry ; Analytical chemistry ; Organic chemistry ; Organic Chemistry ; Analytical Chemistry ; Lehrbuch ; Organische Chemie
    Type of Medium: Online Resource
    Pages: 1 Online Ressource (XXIV, 629 S. 91 Abb)
    Edition: 7. Aufl.
    ISBN: 9783662461808 , 9783662461792
    Series Statement: Chemie-Basiswissen 2
    DDC: 547
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    Language: German
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  • 15
    Online Resource
    Wiesbaden : Springer Spektrum
    Person(s): Geibel, Irina
    Keywords: Chemie ; Chemistry ; Organic chemistry ; Chemical engineering ; Catalysis ; Organic Chemistry ; Industrial Chemistry ; Hochschulschrift
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XIV, 76 Seiten 57 Abb)
    ISBN: 9783658128036 , 9783658128029
    Series Statement: BestMasters
    DDC: 547
    Language: German
    Dissertation note: Masterarbeit Carl von Ossietzky Universität Oldenburg 2014
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  • 16
    Online Resource
    Berlin [u.a.] : Springer Spektrum
    Keywords: Giftpflanzen ; Mitteleuropa ; Popular works ; Organic chemistry ; Plant science ; Botany ; Nature ; Environment ; Popular Science ; Popular Science in Nature and Environment ; Plant Sciences ; Organic Chemistry ; Environment, general ; Mitteleuropa ; Giftpflanzen
    Type of Medium: Online Resource
    Pages: 1 Online Ressource (IX, 207 S. 57 Abb. in Farbe)
    ISBN: 9783662471906 , 9783662471890
    DDC: 500
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  • 17
    Online Resource
    Wiesbaden : Springer Spektrum
    Person(s): Rakers, Lena
    Keywords: Chemie ; Chemistry ; Organic chemistry ; Medicinal chemistry ; Catalysis ; Organic Chemistry ; Medicinal Chemistry ; Hochschulschrift
    Type of Medium: Online Resource
    Pages: 1 Online Ressource (X, 124 S. 50 Abb)
    ISBN: 9783658125806 , 9783658125790
    Series Statement: BestMasters
    DDC: 547
    Language: German
    Dissertation note: Masterarbeit Westfälische Wilhelms-Universität Münster 2016
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  • 18
    Online Resource
    Wiesbaden : Springer Fachmedien Wiesbaden
    Keywords: Chemie ; Aromaten ; Katalytische Hydrierung ; Asymmetrische Reaktion ; Katalysator ; Rutheniumkomplexe ; Heterocyclische Carbene (-N) ; Chemistry ; Chemistry, Organic ; Biochemistry ; Catalysis ; Organic Chemistry ; Medicinal Chemistry ; Hochschulschrift ; Aromaten ; Katalytische Hydrierung ; Asymmetrische Reaktion ; Katalysator ; Rutheniumkomplexe ; Heterocyclische Carbene 〈-N〉
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XIII, 85 S. 16 Abb)
    ISBN: 9783658089672 , 9783658089665
    Series Statement: BestMasters
    DDC: 547
    RVK:
    Language: German
    Dissertation note: Zugl.: Münster, Univ., Masterarbeit
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  • 19
    Online Resource
    Wiesbaden : Springer Fachmedien
    Keywords: Chemie ; Organische Chemie ; Chemistry ; Chemistry, Organic ; Catalysis ; Organic Chemistry ; Chemistry ; Hochschulschrift ; Organische Chemie
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XIII, 101 S.) , graph. Darst.
    ISBN: 9783658094089 , 9783658094072
    Series Statement: BestMasters
    DDC: 547
    Language: German
    Dissertation note: Zugl.: Hannover, Univ., Masterarbeit
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  • 20
    Online Resource
    Wiesbaden : Springer Fachmedien Wiesbaden
    Person(s): Massa, Werner
    Keywords: Chemie ; Kristallstrukturanalyse ; Chemistry ; Chemistry, inorganic ; Chemistry, Organic ; Mineralogy ; Biochemistry ; Materials ; Inorganic Chemistry ; Organic Chemistry ; Biochemistry, general ; Structural Materials ; Lehrbuch ; Kristallstrukturanalyse
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (XII, 243 S. 109 Abb)
    Edition: 8., überarb. Aufl.
    ISBN: 9783658094126 , 9783658094119
    Series Statement: Studienbücher Chemie
    DDC: 546
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    Language: German
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  • 21
    Online Resource
    Wiesbaden : Springer Fachmedien Wiesbaden
    Keywords: Biowissenschaften ; Molekularbiologie ; Molekularbiologische Methode ; Life sciences ; Chemistry, Organic ; Microbiology ; Electrophoresis ; Life Sciences ; Organic Chemistry ; Einführung ; Molekularbiologie ; Molekularbiologische Methode
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource (VIII, 69 S. 59 Abb)
    ISBN: 9783658085377 , 9783658085360
    Series Statement: essentials
    DDC: 579
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  • 22
    Online Resource
    Basel [u.a.] : Birkhäuser
    Keywords: Chemie ; Polymere ; Makromolekulare Chemie ; Kunststoff ; Chemistry ; Chemistry, inorganic ; Chemistry, Organic ; Polymers ; Atomic/Molecular Structure and Spectra ; Inorganic Chemistry ; Organic Chemistry ; Polymer Sciences ; Polymere ; Makromolekulare Chemie ; Kunststoff
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource
    Edition: 4., überarb. und erw. Aufl.
    ISBN: 9783764388904 , 9783764388911
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  • 23
    Online Resource
    Heidelberg [u.a.] : Springer
    Keywords: Chemie ; NMR-Spektrum ; Datenauswertung ; NMR-Spektroskopie ; Datenauswertung ; Organische Verbindungen ; Analytical biochemistry ; Chemistry ; Chemistry, Organic ; Chemistry, Physical organic ; Analytical Chemistry ; Organic Chemistry ; Physical Chemistry ; Aufgabensammlung ; NMR-Spektrum ; Datenauswertung ; NMR-Spektroskopie ; Datenauswertung ; Organische Verbindungen
    Type of Medium: Online Resource
    Pages: 1 Online-Ressource
    ISBN: 9783642016820 , 9783642016837
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    Language: German
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  • 24
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 492-498 
    ISSN: 0899-0042
    Keywords: racemate ; enantiomer ; HPLC ; chiral stationary phase ; benzoylcellulose ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The advantages that can be gained from derivatization of various racemic aliphatic and aromatic alcohols prior to enantiomeric chromatographic separation have been systematically investigated for a series of benzoate derivatives. Three cellulose-based CSPs available in the pure polymeric form - tribenzoyl cellulose (TBC), meta-methylbenzoyl cellulose (MMBC), and para-methylbenzoyl cellulose (PMBC) - were selected and several benzoate derivatives varying in the nature and the position of the substituent on the benzoyl group were prepared and analysed. TBC clearly gives the broadest application range, and among the different benzoate esters the best selectivity was generally obtained with either the 4-methoxybenzoate or the 4-methylbenzoate derivatives. Based on these results, some empirical rules could be formulated for optimizing the enantiomeric separation of racemic alcohols, which make up one of the most important classes of chemical substances used as drugs and biocides, or as building blocks for their synthesis. An application of this approach to the preparative separation of the enantiomers of a drug intermediate is also shown. Chirality 10:492-498, 1998. © 1998 Wiley-Liss, Inc.
    Additional Material: 5 Ill.
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  • 25
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 507-512 
    ISSN: 0899-0042
    Keywords: chiroptical method ; drug analysis ; β-lactam antibiotics ; CD spectroscopy ; human fluids ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A study of the applicability of circular dichroism (CD) for the determination of drug levels in human serum is described and a new method for the quantitative determination of optically active absorbing drugs having Cotton effects at wavelengths above 250 nm in human serum and/or plasma is proposed. The principal advantages of this method are speed, economy, and simplicity, no derivatization or chromatographic separation steps being needed. The validity of the CD determination was confirmed by analysis of variance, β-lactam antibiotics being chosen as model drugs. In addition, the validation studies performed confirm the accuracy and precision of the proposed method. For β-lactam antibiotics lacking Cotton effects above 250 nm, an alternative method based on the extraction of the drug from serum is considered. Chirality 10:507-512, 1998. © 1998 Wiley-Liss, Inc.
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  • 26
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 522-527 
    ISSN: 0899-0042
    Keywords: chiral HPLC ; quantitative substituent effect ; recognition mechanism ; fluorene derivative-chiral separation ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The chromatographic parameters for 12 structurally related compounds in the 4a-methyl-2,3,4,4a-tetrahydro-1H-fluorene and 4a-methyl-1,2,3,4,4a,9a-hexahydro-fluoren-9-one series are reported on CTA-I and Chiralcel OJ chiral stationary phases. Arrangement of the k' values according to configurationally related enantiomer series (Class I and Class II) and not according to the actual order of elution, allows the treatment of the data by linear correlation with structure and substituent effect. A detailed analysis of the capacity factor variation with respect to the structural changes shows clearly that the framework and substitution effects do not result in the same response on the two cellulose ester chiral stationary phases. More interestingly, it emerges that chiral discimination may be attributed to certain areas of the molecule, these areas being different in the interaction within CTA-I and Chiralcel OJ. Furthermore, our analysis points out the relevance of attempting to develop quantitative relationships for configurationally related series of enantiomers (in our case Class I and Class II), the main effort being devoted to the understanding of the capacity factor variation in each class rather than of the α values, which are derived entities. Chirality 10:522-527, 1998. © 1998 Wiley-Liss, Inc.
    Additional Material: 4 Ill.
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  • 27
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 535-539 
    ISSN: 0899-0042
    Keywords: asymmetric hydrogenation ; non-coded amino acids ; enantioselectivity ; dipeptides ; diastereoselectivity ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The enantiomers of Propranolol, Pindolol, and Carazolol, well-known β-blockers, have been used to prepare cationic aminophosphine phosphinite rhodium complexes. Propraphos-Rh and Pindophos-Rh are very efficient catalysts in the asymmetric hydrogenation of N-Boc-protected unusual dehydroamino acid derivatives. Carazolol-Rh is less suitable in both activity and enantioselectivity. Under the same conditions, N-Boc-protected dehydrodipeptides are hydrogenated with diastereoselectivities between 70 and 90% de. Chirality 10:535-539, 1998. © 1998 Wiley-Liss, Inc.
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  • 28
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 813-820 
    ISSN: 0899-0042
    Keywords: quinuclidine derivatives ; chromatographic separation ; borane complexes ; fractional crystallization ; resolution ; X-ray crystallography ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The four stereoisomers of the antimuscarinic 3-(2,3-dihydrobenzofuran-2-yl)quinuclidine have been prepared by a method involving chromatographic separation of the racemic diastereoisomers as borane complexes. The relative and absolute configurations of the stereoisomers were determined by X-ray crystallographic methods. The crystal structure of (2′R,3R)-3-(2,3-dihydrobenzofuran-2-yl)quinuclidine · HCl · H2O contains two independent molecules with different conformations of both the quinuclidine moiety and the dihydrofuran ring. Chirality 10:813-820, 1998. © 1998 Wiley-Liss, Inc.
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  • 29
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 1-2 
    ISSN: 0899-0042
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: No abstract.
    Additional Material: 1 Ill.
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  • 30
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 821-830 
    ISSN: 0899-0042
    Keywords: α-hydroxy acids ; chiral stationary phases ; enantiomer resolution ; copper ternary complexes ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Direct separation of several α-hydroxy acid racemic mixtures was performed by the aid of ligand exchange chromatography using L-hydroxyproline chemically bound to silica stationary phase and aqueous solutions of copper (II) sulphate as a mobile phase. The elution order of the D- and L-enantiomers of α-hydroxy acids is interpreted in terms of a modified Davankov's rule. Several aspects of the Davankov's model of selectand-Cu(II)-selector ternary complexes are discussed based on the theoretical calculations within the quantum mechanical semiempirical and density functional theories. Chirality 10:821-830, 1998. © 1998 Wiley-Liss, Inc.
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  • 31
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 3-7 
    ISSN: 0899-0042
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: No abstract.
    Additional Material: 7 Ill.
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  • 32
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 8-13 
    ISSN: 0899-0042
    Keywords: stereochemistry ; ion channel proteins ; nAChR ; K+ channels ; subunit arrangement ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Studies of ion channel proteins present many special challenges, including the potential for novel stereochemical phenomena. Here we describe several examples in which modern studies of ion channels have involved or made use of stereochemistry. Chirality 10:8-13, 1998. © 1998 Wiley-Liss, Inc.
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  • 33
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 14-23 
    ISSN: 0899-0042
    Keywords: biological signalling ; ristocetin A ; cooperativity ; dimerization ; asymmetry ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The self-regulation of biological signalling receptors via homodimerization is discussed in relation to the symmetry changes occurring when these receptors bind their target ligand. The idea of positive and negative cooperativity between dimerization and ligand binding, mediated by changes in the symmetry of the system, as a source of signalling control is considered; and an analogy made with the homodimerization of a glycopeptide antibiotic, ristocetin A, which displays negative cooperativity. Finally, the regulation of the bacterial aspartate receptor and the human growth hormone receptor is discussed as a function of ligand-induced asymmetry. Chirality 10:14-23, 1998. © 1998 Wiley-Liss, Inc.
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  • 34
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 24-27 
    ISSN: 0899-0042
    Keywords: homochirality ; origins of chirality ; spontaneous resolution ; molecular evolution ; racemic state ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: An evaluation of some common misconceptions of the racemic state in combination with an articulation of principles for the spontaneous generation and amplification of chirality leads to the conclusion that homochirality in nature is a stereochemical imperative. Chirality 10:24-27, 1998. © 1998 Wiley-Liss, Inc.
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  • 35
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 28-34 
    ISSN: 0899-0042
    Keywords: collagen ; nuclear magnetic resonance (NMR) ; nuclear Overhauser effect (NOE) ; stereospecific assignment ; triple-helix ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: An improved model-based method for the stereospecific assignment of prochiral centers in collagen-like triple-helical molecules is introduced. Using the concepts of reporter atoms and of ensemble NOEs, the proposed methodology extracts the stereochemical information contained in the chiral elements of triple-helices and transfers it to prochiral centers with nondegenerate proton resonances. The improved approach has been successfully validated using -(Gly-Pro-Hyp)n- triple-helices for which the stereospecific assignment was previously obtained with established techniques. We have applied our stereochemical characterization to novel peptoid containing triple-helices for which existing methods of stereospecific assignment can not be used for all the prochiral centers. In our approach, several different NOE measurements are employed to make a given stereospecific assignment. The multiple NOE comparisons allow internal cross checks, which reduce the chance of erroneous assignments caused by experimental artifacts including spin diffusion and bias from anisotropic rotational motions. In addition, the multiple NOE comparisons are useful in overcoming problems associated with resonance overlap often encountered in the 1H-NMR spectra of collagen-like molecules. Our stereochemical analysis is anticipated to improve the precision and accuracy of the characterization of collagen-like triple-helices through a better correlation of structures with their 1H-NMR spectra. Chirality 10:28-34, 1998. © 1998 Wiley-Liss, Inc.
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  • 36
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 35-40 
    ISSN: 0899-0042
    Keywords: de novo design ; self-assembly ; metalloproteins ; diastereoselection ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The stereochemical consequences of the metal-ion assisted self-assembly of parallel three-helix peptide bundles are investigated. Chiral induction in the self-assembly of systems containing extensive protein secondary structure is compared with the racemic synthesis of short metallopeptides. Isolation and characterization of the individual stereoisomers of an exchange-inert metalloprotein provide structural insights into analogous exchange-labile systems. Chirality 10:35-40, 1998. © 1998 Wiley-Liss,Inc.
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  • 37
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 195-209 
    ISSN: 0899-0042
    Keywords: molecular imprinting ; molecular recognition ; chirality ; chromatography ; catalysis ; biosensor ; immunoassay ; antibody mimic ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Molecular imprinting is a technique for the fabrication of biomimetic polymeric recognition sites or “plastic antibodies/receptors” which is attracting rapidly increasing interest. By this technology, recognition matrices can be prepared which possess high substrate selectivity and specificity. In the development of this technology, several applications have been foreseen in which imprinted materials may be exchanged for natural recognition elements. Thus, molecularly imprinted polymers have been used as antibody/receptor binding mimics in immunoassay-type analyses, as enzyme mimics in catalytic applications and as recognition matrices in biosensors. The best developed application area for imprinted materials, though, has been as stationary phases for chromatography, in general, and chiral chromatography, in particular. This review seeks to highlight some of the more intriguing advantages of the technique as well as pointing out some of the difficulties encountered. The prospects for future development will also be considered. Chirality 10:195-209, 1998. © 1998 Wiley-Liss, Inc.
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  • 38
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    Chirality 10 (1998), S. 217-222 
    ISSN: 0899-0042
    Keywords: amylose ; 3,5-dimethylphenyl-carbamate ; polysaccharide phase ; tert-butyl 2-tert-butyl-4-methoxy-2,5-dihydro-1,3-imidazole-1-carboxylate; amino acid ester synthesis ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The preparative separation of the enantiomers of the title compound, a versatile chiral building block for the synthesis of unnatural amino acid esters, by high performance liquid chromatography on a chiral stationary phase (CSP), is reported for the first time. The CSP consists of amylose-(3,5-dimethylphenyl-carbamate), which has been coated onto the surface of macroporous aminopropyl-functionalized silica gel. The effect of mobile phase composition and the amount of amylose derivative on the silica gel has been thoroughly investigated. Using 2-propanol as organic modifier in hexane as mobile phase, on a semi-preparative column (200 mm × 40 mm ID, containing 192 g of stationary phase) about 200 mg of the racemate was separated per injection. Running the equipment under automatic conditions with repetitive injection mode allowed for the separation of 30 g per day. Both enantiomers were obtained with enantiopurities >99.75:0.25. Chirality 10:217-222, 1998. © 1998 Wiley-Liss, Inc.
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  • 39
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    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 223-228 
    ISSN: 0899-0042
    Keywords: thalidomide enantiomers ; in vitro kinetics ; blood distribution ; human serum albumin ; chiral inversion ; plasma protein binding ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The aim of this investigation was to elucidate the distribution and reactions of the enantiomers of thalidomide at their main site of biotransformation in vivo, i.e., in human blood. Plasma protein binding, erythrocyte: plasma distribution, and the kinetics of chiral inversion and degradation in buffer, plasma, and solutions of human serum albumin (HSA) were studied by means of a stereospecific HPLC assay. The enantiomers of thalidomide were not extensively bound to blood or plasma components. The geometric mean plasma protein binding was 55% and 66%, respectively, for (+)-(R)- and (-)-(S)-thalidomide. The corresponding geometric mean blood:plasma concentration ratios were 0.86 and 0.95 (at a haematocrit of 0.37) and erythrocyte:plasma distributions were 0.58 and 0.87. The rates of inversion and hydrolysis of the enantiomers increased with pH over the range 7.0-7.5. HSA, and to a lesser extent human plasma, catalysed the chiral inversion, but not the degradation, of (+)-(R)- and (-)-(S)-thalidomide. The addition of capric acid or preincubation of HSA with acetylsalicylic acid or physostigmine impaired the catalysis to varying extents. Correction for distribution in blood enhances previously observed differences between the pharmacokinetics of the enantiomers in vivo. The findings also support the notion that chiral inversion in vivo takes place mainly in the circulation and in albumin-rich extravascular spaces while hydrolysis occurs more uniformly in the body. In addition, the chiral inversion and hydrolysis of thalidomide apparently occur by several different mechanisms. Chirality 10:223-228, 1998. © 1998 Wiley-Liss, Inc.
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  • 40
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    Chirality 10 (1998), S. 246-252 
    ISSN: 0899-0042
    Keywords: sulfoxides ; chloroperoxidase ; asymmetric oxidation ; enantioselective ; episulfide ; gas chromatography ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Asymmetric sulfoxidation by means of a chloroperoxidase from Caldariomyces fumago and hydrogen peroxide as the oxygen source was studied for a series of sterically well-defined substrates. The stereochemistry of the sulfoxidation was the same for all substrates studied. While 2,3-dihydrobenzo[b]thiophene (1) is an excellent substrate (giving 99.5% yield and 99% e.e. of the (R)-sulfoxide), replacement of a methylene group by either a more sterically demanding group or a heteroatom caused a substantial decrease in reactivity or in reactivity as well as enantioselectivity. A further investigation of the lowered catalytic efficiency of chloroperoxidase with these substrates has been carried out in a series of competitive reactions. Thus, benzo[1,3]oxathiole (5) acted as a competitive inhibitor of the enzyme, whereas 1-thiochroman (2) and 1-thiochroman-4-one (3) were shown to be too sterically demanding to significantly compete for the active site. For the oxidation of 2, 3, and 5, it was found that in the low CPO concentration range the chemical yield after 60 min reaction time increased almost linearly with the amount of CPO used. The products from 2 and 3 could be obtained in over 80% yield with an e.e. exceeding 96%. Chloroperoxidase was also found to be an effective catalyst in the oxidation of labile episulfides, yielding the corresponding anti-sulfoxides quantitatively and giving 12% e.e. of (1R, 2R)-sulfoxide in the oxidation of propylene sulfide. Chirality 10:246-252, 1998. © 1998 Wiley-Liss, Inc.
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  • 41
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    Chirality 10 (1998), S. 173-179 
    ISSN: 0899-0042
    Keywords: chirality at low and high resolution ; functional groups ; fuzzy density fragments ; continuum models ; fuzzy sets ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Mislow's Label Paradox and the chirality preserving or abandoning properties of deformation paths of polyhedral models are extended to simple representations of electron density continua of molecules. Chirality 10:173-179, 1998. © 1998 Wiley-Liss, Inc.
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  • 42
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    Chirality 10 (1998), S. 180-189 
    ISSN: 0899-0042
    Keywords: hypercoordinate silicon in naphthylsilanes ; X-ray structures ; NMR spectra ; reinterpretation ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Hexacoordinate silicon has been claimed to occur in bis(8-dimethylamino-naphth-1-yl)silanes on the basis of X-ray data and NMR spectra. Very much the same effects are shown by a bis(8-dimethylamino-naphth-1-yl)carbinol, pointing to essentially the same bonding in the Si and C compounds. Faced with the choice that either the carbon in the carbinol is hexacoordinate, too, or that the silicon in the silanes is, in fact, tetracovalent, we prefer the latter conclusion. Chirality 10:180-189, 1998. © 1998 Wiley-Liss, Inc.
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  • 43
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    Chirality 10 (1998), S. 190-193 
    ISSN: 0899-0042
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: No abstract.
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  • 44
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    Chirality 10 (1998), S. 106-119 
    ISSN: 0899-0042
    Keywords: porphyrin ; chiral ; oxidation ; mechanism ; enantioselective ; asymmetric catalysis ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Enantioselective catalytic epoxidation of olefins is an important problem from both practical and mechanistic points of view. The origins of chiral induction by asymmetric porphyrin and salen complexes were investigated by FT-NMR T1 relaxation techniques. A new chiral vaulted porphyrin (1) that carries (S)-binaphthyl-L-alanine straps across both faces of the porphyrin macrocycle was synthesized and characterized. (R)-styrene oxide was obtained in >90% ee in the initial stages of styrene epoxidation with F5PhIO catalyzed by 1-Fe(III)Cl. The transition state for olefin epoxidation with high-valent metal-oxo species was modeled by coordinating epoxides to paramagnetic copper complexes of the corresponding ligands. The epoxide enantiomer that better fit the chiral cavity of the catalyst, as revealed by T1 relaxation measurements, was also the major product of catalytic olefin epoxidation. These results are consistent with the “lock-and-key” mechanism of asymmetric catalysis by metalloporphyrins. The copper complex of a chiral salen ligand showed no differentiation in terms of T1 relaxation rates between the enantiomers of cis-β-methylstyrene oxide in contrast to the high enantioselectivity observed for catalytic epoxidation. Chirality 10:106-119, 1998. © 1998 Wiley-Liss,Inc.
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  • 45
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    Chirality 10 (1998), S. 147-153 
    ISSN: 0899-0042
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of the chiral 9,12-dimethyl-4-oxa[7]paracyclophane 3 was achieved by the dithia route with subsequent sulfone pyrolysis. The conformational flexibility of the oxamethylene bridge with local Cs symmetry is evident from low temperature NMR experiments. Experimentally, an activation enthalpy of 11.4 kcal/mol is found for this process, which is in good agreement with the rotational barrier derived from semiempirical AM1 calculations (10.2 kcal/mol). Ab initio Hartree-Fock geometry optimizations have been performed for 3 and the corresponding hydrocarbon 9,12-dimethyl[7]paracyclophane 4. The distance of the O-atom to the center of the benzene ring in the structure of 3 is only 2.784 Å, i.e., significantly closer than the analogous C4-benzene ring distance in the slightly more strained 4 (3.112 Å). The enantiomeric separation of (±3) has been achieved by HPLC and the circular dichroism (CD) spectrum is reported. Ab initio all-electron DFT/SCI calculations of the CD spectrum are in good agreement with the experimental data and reveal the importance of p(O-atom)→ π* charge-transfer type excited states at relative low energies (6.6 eV, 188 nm) responsible for an intense negative CD band. The benzene type π → π* states are energetically lowered by 0.4-0.8 eV due to the boat-type deformation of the benzene moiety. By comparison of theoretical and experimental CD data the absolute configuration of 3 is assigned as (-)-(S). Chirality 10:147-153, 1998. © 1998 Wiley-Liss, Inc.
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  • 46
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    Chirality 10 (1998), S. 747-753 
    ISSN: 0899-0042
    Keywords: pantoprazole ; proton pump inhibitor ; chiral inversion ; stereoselective pharmacokinetics ; rats ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: (±)-Pantoprazole ((±)-PAN), (±)-5-(difluoromethoxy)-2-[[(3.4-dimethoxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole is a chiral sulfoxide that is used clinically as a racemic mixture. The disposition kinetics of (+)-PAN and (-)-PAN given separately has been studied in rats. Serum levels of (+)- and (-)-PAN and its metabolites, pantoprazole sulfone (PAN-SO2), pantoprazole sulfide (PAN-S), 4′-O-demethyl pantoprazole sulfone (DMPAN-SO2), and 4′-O-demethyl pantoprazole sulfide (DMPAN-S) were measured by HPLC. Following single intravenous or oral administration, both enantiomers were rapidly absorbed and metabolized, resulting in similar serum concentrations, suggesting that the two enantiomers have approximately the same disposition kinetics. The major metabolite of both (+)- and (-)-PAN was PAN-SO2, while DMPAN-SO2 was also detected as a minor metabolite. Serum levels of PAN-S and DMPAN-S could not be quantified after intravenous or oral administration of either enantiomer.Significant chiral inversion occurred after intravenous and oral administration of (+)-PAN. The AUCs of (-)-PAN after intravenous and oral dosing of (+)-PAN were 36.3 and 28.1%, respectively of those of total [(+) + (-)] PAN. In contrast, the serum levels of (+)-PAN were below quantitation limits after intravenous or oral administration of (-)-PAN. Therefore, chiral inversion was observed only after administration of (+)-PAN, supporting the hypothesis that stereoselective inversion from (+)-PAN to (-)-PAN occurs in rats. Chirality 10:747-753, 1998. © 1998 Wiley-Liss, Inc.
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  • 47
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    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The acid dissociation constants (Ka) of a series of 3,4-diaryl-1H-1,2,4-triazole-5-thiones (1) were determined and were found to correlated linearly with Hammett substituent constants; log Ka = 1.06 σx - 11.01. Such a result indicates that 1 exists essentially in one tautomeric form namely the thione form. Reactions of 1 with hydrazonoyl chlorides 2 gave the thiohydrazides 5. Similiar reaction of 3-phenyl-1H(4H)- 1,2,4-triazole-5-thione 1g with 2a gave the thiohydrazide 5h which was converted into 1,3,5-triphenyl-1,2,4-triazolo[3,4-c]-1,2,4-triazole (9). The latter was also prepared from 3-phenyl-5-methylthio-4H-1,2,4-triazole (6) and 2a. The mechanism of the reaction of 1 with 2 is discussed.
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  • 48
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    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Starting from 1,3-oxazoline 6 synthesis of ketene-O,N-acetals 2b, 2c is described via NBS bromination and HBr elimination.The N-sulfonyl-oxazolidines 10, 11 are synthesized by cyclization starting from aminoalcohol 7, 10d react with potassium t-butoxide to the oxazolidine 2d; 11d gives under the some conditions the ring opening product 12d, compound 10a is inert.
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  • 49
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    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
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  • 50
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    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactions of 1-O-trimethylsilyl-glycoses, 1-O-acylglycoses and glycosyl fluorides, respectively, with silylated alcohols (glycodesilylations) are summarized. Synthetic strategies toward oligosaccharides using glycodesilylations are discussed as well and some typical experimental procedures are given.
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  • 51
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    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Pentafluorophenyluronium salts and related coupling reagents for the solid-phase synthesis of peptides and glycopeptides have been developed and employed in the synthesis of a glycopeptide sequence from the cell adhesion molecule E-CAD 1.
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  • 52
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    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The bis(acetone) complex of tetramethyl rac-3,3,7,7-tetramethyl-trans-5-palladatricyclo[4.1.0.02,4]heptane-1,2,4,6-tetracarboxylate rac-1a was crystallized and investigated by X-ray structure analysis. Unlike in complexes with bidendate ligands in rac-1a · 2(acetone), only a small deviation from the square planar coordination of palladium was observed. Efforts to crystallize the analogous pyridine, acetonitrile and benzonitrile complexes failed; but the labile complexes rac-1a · 2([D5]pyridine) and rac-1a · 2([D3] acetonitrile) as well as rac-1a · 2([D6]acetone) could be characterized by 1H and 13C NMR spectra and a fast ligand exchange was proven by nmr. Then the ability of different 1,2-disubstituted cyclopropenes to form trans-5-pallada-tricyclo[4.1.0.02,4] heptanes 1 was investigated. Only the diesters 5c-e lead to PTHs, with a diester possessing sterically demanding substituents in 3-position of the cyclopropene and with other substituents in 1- respectively 2-position of the cyclopropene either the cyclopropene-formation or the PTH-formation failed.
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  • 53
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    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A variety of 6H-1,2-oxazines 10 could efficiently be prepared by hetero Diels-Alder reaction of α-nitroso alkenes 2 with 1-bromo-2-ethoxyethene (8) and consecutive elimination of HBr by DBU. Heterodienes 2 were generated in situ from α-halogen oximes 6. Primary cycloadducts 9 were isolated in singular cases, however, an attempt to substitute bromide in 9e by an azido group gave the desired compound 11 only as minor component together with elimination product 10e. 6H-1,2-oxazines 10 are valuable precursors for addition reactions which open new synthetic possibilities.
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