Journal ArticleDOI
Glycosidation of 3,4,6-Tri-O-Benzyl-2-Ethenyl-D-Glucal – A Route to 2-C-(β-Methyl)Methylene Glycosides
TLDR
In this article, a 2-vinyl glucal derivative was synthesized by Wittig-type methylenation of pyranosidic conjugated enals, derived from glucal, galactal and lactal.About:
This article is published in Journal of Carbohydrate Chemistry.The article was published on 2000-01-01. It has received 10 citations till now. The article focuses on the topics: Glucal & Glycosyl donor.read more
Citations
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Synthesis of Conformationally Constrained C-Glycosyl α- and β-Amino Acids and Sugar−Carbamino Sugar Hybrids via Diels−Alder Reaction†
TL;DR: In this article, sugar-derived dienes undergo Diels-Alder reactions with methyl alpha-nitro acrylate and ethyl beta-nitrogen acrylated to form the corresponding cycloadducts which have been converted into conformationally constrained C-glycosyl alpha- and beta-amino acids.
Journal ArticleDOI
2‐C‐Formyl Glycals: Emerging Chiral Synthons in Organic Synthesis
TL;DR: In this article, a new class of 2-C-formyl glycals, incorporating an α,β-unsaturated carbonyl system, have been proposed as potential synthons for numerous organic transformations.
Journal ArticleDOI
Applications of 2-C-Formyl-Glycals in Organic Synthesis
TL;DR: Recent developments in the synthesis and applications of 2-C-formyl-glycals, the versatile chiral intermediates, are summarized in this review.
Journal ArticleDOI
Cross dehydrogenative coupling of sugar enol ethers with terminal alkenes in the synthesis of pseudo-disaccharides, chiral oxadecalins and a conjugated triene
Nazar Hussain,Nazar Hussain,Madhu Babu Tatina,Madhu Babu Tatina,Debaraj Mukherjee,Debaraj Mukherjee +5 more
TL;DR: An efficient strategy for the synthesis of C-2 and C-3 branched sugar dienes via cross dehydrogenative coupling of sugar enol ethers with terminal alkenes was developed and a sugar based conjugated triene was synthesized in excellent yield and selectivity.
References
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Journal ArticleDOI
Interference with HIV-induced syncytium formation and viral infectivity by inhibitors of trimming glucosidase.
Rob A. Gruters,Jacques Neefjes,Matthijs Tersmette,Ruud E. Y. de Goede,Abraham Tulp,H. G. Huisman,Frank Miedema,Hidde L. Ploegh +7 more
TL;DR: The glucosidase inhibitors castanospermine and dNM, but not the mannosidase inhibitor dMM, inhibited syncytium formation and interfered with infectivity, suggesting involvement of N-linked glycans in the gp120–CD4 interaction.
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Direct preparation of 2-deoxy-d-glucopyranosides from glucals without ferrier rearrangement
TL;DR: In this paper, an efficient catalytic procedure for the preparation of 2-deoxyglucosides from glucals without allylic or Ferrier rearrangement using triphenylphosphine hydrobromide and a wide variety of hydroxylic nucleophiles is described.
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Unsaturated carbohydrates. Part 21. A carbocyclic ring closure of a hex-5-enopyranoside derivative
TL;DR: In this paper, the unsaturated glycoside triester was used in refluxing aqueous acetone with mercury(II) chloride to obtain functionalised carbocyclic compounds from carbohydrates.