Journal ArticleDOI
A one-step C-linked disaccharide synthesis from carbohydrate allylsilanes and tri-O-acetyl-d-glucal
Anna de Raadt,Arnold E. Stütz +1 more
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Spectroscopic methods unambiguously showed that alpha-D-C-linked disaccharides had been formed.About:
This article is published in Carbohydrate Research.The article was published on 1991-11-11. It has received 15 citations till now. The article focuses on the topics: Glucal & Glucuronolactone.read more
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Journal ArticleDOI
New developments in the Peterson olefination reaction.
TL;DR: The strong affinity of the oxygen anion for the silyl moiety is emphasised when the Peterson olefination reaction takes preference over both the Julia and Wittig reactions in the presence of S- and P-stabilised sily l carbanions.
Book ChapterDOI
Substitution-with-Allylic-Rearrangement Reactions of Glycal Derivatives
TL;DR: Glycals (or usually their O-substituted derivatives) are readily converted into 2,3-unsaturated glycosyl compounds with O-, C-, N-, S- or otherwise linked substituents at the anomeric position as discussed by the authors.
Reference EntryDOI
Transformation of Glycals into 2,3‐Unsaturated Glycosyl Derivatives
Robert J. Ferrier,Oleg A. Zubkov +1 more
TL;DR: Various elimination procedures conducted on appropriate pyranoid and furanoid carbohydrate derivatives, especially on O-protected glycosyl halides afford cyclic vinyl ethers which Fischer (inappropriately) named glycals, form the major part of this chapter.
Journal ArticleDOI
Synthesis of Carbon-Bridged C-Lactose and Derivatives
TL;DR: In this article, 4-C-Formylglucopyranoside was obtained from 4-O-unprotected glucose derivative 4 in four steps, each step giving a high product yield.
Patent
(meth) allylsilane compound, silane coupling agent therefor, and functional material using same
TL;DR: In this article, a (meth)allylsilane compound was used as a coupling agent for silane-coupling to the substrate, where the coupling agent is ether-bonded to surface hydroxyl groups exposed on a substrate by silane coupling to have an ether bond on the functional material.
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Journal ArticleDOI
Highly stereoselective approaches to .alpha.- and .beta.-C-glycopyranosides
Journal ArticleDOI
Stereoselective ring-cleavage of 3-O-benzyl- and 2,3-di-O-benzyl-4,6-O-benzylidenehexopyranoside derivatives with the LiAlH4AlCl3, reagent
TL;DR: The direction of cleavage of the benzylidene ring is determined by the presence of a benzyl group at position 3, but it is not dependent on the anomeric configuration, substitution at O-2, or the character of the aglycon moiety.
Journal ArticleDOI
Mycalamide A, an antiviral compound from a New Zealand sponge of the genus Mycale
Journal ArticleDOI
Stereoselective synthesis of α- C-allyl-glycopyranosides
TL;DR: A simplified procedure for the synthesis of C-glycosides has been developed in this paper, where fully or partially acetylated glycopyranoses are reacted, in a single step, with allyltrimethylsilane in the presence of a Lewis acid.