Journal ArticleDOI
De novo highly stereocontrolled synthesis of 2,6-dideoxy-C-3-branched carbohydrates by use of 2,6-anhydro-2-thio sugar : L-cladinose and its C-3 epimer
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In this article, a highly stereoselective addition of methyl anion to the C-3 carbonyl groups of α-anomer 9 and β -anomer 10 having 2,6-anhydro-2-thio structures, were synthesized from the common intermediate 6 in stereocontrolled fashion.About:
This article is published in Tetrahedron Letters.The article was published on 1991-08-12. It has received 6 citations till now. The article focuses on the topics: Cladinose & Epimer.read more
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Chirale tripod-rhodium-komplexe: Ligandsynthese, komplexchemie, katalyse☆
TL;DR: In this paper, the identity of the tripodal ligands has been proven by 1H-, 31P- and 13C-NMR spectroscopy, mass-spectra and microanalysis.
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De novo highly stereocontrolled synthesis of 2,6-dideoxy sugars by use of 2,6-anhydro-2-thio sugars
TL;DR: In this article, the C-3 carbonyl groups of 2,6-dideoxy-3- O -methyl- l - ribo-hexopyranose ( l -cymarose) were synthesized by a highly stereoselective addition of a nucleophilic reagent.
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Highly β-stereoselective glycosylation by use of 1-O-acetyl-2,6-anhydro-2-thio glycosyl donor for synthesis of 2,6-dideoxy-β-glycosides
TL;DR: In this paper, the 1-O-acetyl-2,6-anhydro-2-thio sugar 3 with alcohols in the presence of several Lewis acids in CH 2 Cl 2 proceeded smoothly to give the corresponding β-O glycosides with high stereocontrol in high yields, and the selectivity of the glycosylation was highly independent on Lewis acids.
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Synthesis of branched-chain sugars with methiniminium salts
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Total synthesis of the trisaccharide of olivomycin A
TL;DR: The total synthesis of the trisaccharide of olivomycin A, which is one of the aureolic acid antitumor antibiotics, has been achieved in this paper using highly stereocontrolled glycosidations using 2,6-ahnydro-2-thio glycosyl donors.
References
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Journal ArticleDOI
Readily accessible 12-I-5 oxidant for the conversion of primary and secondary alcohols to aldehydes and ketones
D. B. Dess,J. C. Martin +1 more
TL;DR: Conversion de cyclohexanol, octanol, alcool benzylique and des alcools dimethoxy-and trimethoxy benzyliques par oxydation avec le triacetoxy-1, 1, 1 benzoiodoxole-1 2 one-3
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Erythromycin. I. Properties and Degradation Studies1
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Synthesis of Branched-Chain Sugars
TL;DR: An overview of the synthesis of branched-chain sugars can be found in this article, where the concepts related to the nucleophilic reactions of sugar oxiranes, aldol addition, and cyclization of dialdehydes with nitroalkanes are discussed.
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The synthesis of L-()-mycarose and L-()-cladinose
TL;DR: In this article, the configurational identity of mycarose and cladinose was shown to be 2,6-didesoxy-3-C-methyl-L-ribohexose.
Journal ArticleDOI
The use of 2,6-anhydro-2-thio sugar for a highly stereocontrolled glycosylation: A novel strategy for synthesis of 2,6-dideoxy-α-glycosides
TL;DR: In this article, a novel and efficient synthesis of 2,6-dideoxy-α-glycosides was developed by use of phenyl 2.6-anhydro-1,2-dithio-D-altropyranosides as glycosyl donors in a highly stereocontrolled glycolyation.