Journal ArticleDOI
Baker's yeast mediated enantiospecific synthesis of anti-(2R,3R)-p-chloro-3-hydroxytyrosine: an α-amino-β-hydroxy acid of vancomycin
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TLDR
Baker's yeast mediated reduction of α-azido-β-keto ester lead to reduction of the carbonyl group with high enantiospecificity and diastereoselectivity at low pH (4.0, e.e. >99%, d.i. 79%).Abstract:
Baker's yeast mediated reduction of α-azido-β-keto ester lead to reduction of the carbonyl group with high enantiospecificity and diastereoselectivity at low pH (4.0, e.e. >99%, d.e. 79%). At pH ∼7, although the enantioselectivity is maintained, the diastereoselectivity is lost.read more
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Enantioselective Iron-Catalyzed Azidation of β-Keto Esters and Oxindoles
TL;DR: The first example of Fe-catalyzed enantioselective azidations of β-keto esters and oxindoles using a readily available N3-transfer reagent is reported.
Journal ArticleDOI
Chemie, Biologie und medizinische Anwendungen der Glycopeptid-Antibiotika
TL;DR: Vancomycin et al. as discussed by the authors bilden VanComycin und and other Glycopeptid-Antibiotika eine letzte Verteidigungslinie gegen zahlreiche mehrfachresistente Bakterien, doch ihr leichtfertiger Gebrauch hat zur Bildung etlicher gefahrlicherer Bakteriensstamme gefuhrt.
Patent
Compounds for the treatment of metabolic disorders
TL;DR: In this article, compounds useful for the treatment of various metabolic disorders, such as insulin resistance syndrome, diabetes, hyperlipidemia, fatty liver disease, cachexia, obesity, atherosclerosis and arteriosclerosis, are disclosed.
Journal ArticleDOI
Syntheses and transformations of α-azido ketones and related derivatives
TL;DR: This critical review aims to give an exhaustive overview on the synthesis and synthetic potential of α-azido ketones and related systems, an underestimated group of compounds.
Journal ArticleDOI
P[(S,S,S)-PhHMeCNCH2CH2]3N: A New Chiral 31P and 1H NMR Spectroscopic Reagent for the Direct Determination of ee Values of Chiral Azides
TL;DR: In this paper, a facile and economical procedure for the synthesis of the C3 chiral α-phenylethylamino trisaminoamine [(S,S, S)-PhHMeCNCH2CH2]3N in good yield is reported.
References
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Recent developments in the stereoselective synthesis of α-aminoacids
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Studies directed toward the synthesis of vancomycin and related cyclic peptides
Journal Article
Nucleophilic openings of 2,3-epoxy acids and amides mediated by Ti(O-i-Pr)4. Reliable C-3 selectivity
J. M. Chong,K. B. Sharpless +1 more
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Polymorphism and C=N-N=C conformational isomers of azines : X-ray crystal and ab initio structures of two rotational isomers of methyl (para-tolyl) ketone azine
Journal ArticleDOI
Syntheses of the syn and anti α-amino-β-hydroxy acids of vancomycin: (2S, 3R) and (2R, 3R) p-chloro-3-hydroxytyrosines
TL;DR: In this paper, the synthesis of (2S, 3R) and (2R, 3 R) methyl p-chloro-3-hydroxytyrosinates 2 and 3 respectively, have been achieved from 3 chloro-4,hydroxybenzoic acid.