Journal ArticleDOI
2,3-Unsaturated -glucopyranosides: A guideline to the anomeric configurational assignment
Giovanni Casiraghi,Mara Cornia,Lino Colombo,Gloria Rassu,Giovanna Gasparri Fava,Marisa Ferrari Belicchi,Lucia Zetta +6 more
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TLDR
In this article, a guideline to the correct assignment of the anomeric congiguration of 2,3-unsaturated C -glucopyranosides is suggested, which violates the Hudson isorotation rule.About:
This article is published in Tetrahedron Letters.The article was published on 1988-01-01. It has received 29 citations till now. The article focuses on the topics: Anomer & Glycal.read more
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Journal ArticleDOI
Total Synthesis of Aryl C-Glycoside Natural Products: Strategies and Tactics
TL;DR: The aryl C-glycoside structure is, among the plenty of biologically active natural products, one of the distinct motifs embedded, and the synthetic strategies and tactics employed in the total synthesis of this class of natural products.
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.
Journal ArticleDOI
Glycals in enantiospecific synthesis
TL;DR: The reactions of 1,2-unsaturated sugars (glycals) are considered in this paper in relation to problems of the enantiospecific synthesis of natural products, their fragments, and their analogues.
Journal ArticleDOI
Total synthesis of aryl C-glycoside antibiotics
TL;DR: In this article, an approach to the regio-and stereocontrolled synthesis of aryl C- glycoside antibiotics is described, where the key reaction is the Lewis acid-mediated formation of 0-glycosides and its in situ conversion to C-Glycosides.
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.
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Book ChapterDOI
The chemistry and biochemistry of C-nucleosides and C-arylglycosides.
Hacksell U,Daves Gd +1 more
TL;DR: This chapter reviews recent advances in the chemistry and biochemistry of C-nucleosides, the literature concerning C-arylglycoside (i.e., nonnitrogen heterocyclic C- nucleoside) antibiotics, and recent significant advances in The most frequently used strategy for C-methine synthesis involves the construction of a heterocyClic aglycone from the C-1 substituent of a functionalized sugar intermediate.
Journal ArticleDOI
A concise and stereoselective route to the predominant stereochemical pattern of the tetrahydropyranoid antibiotics: an application to indanomycin
Journal ArticleDOI
Stereocontrolled routes to functionalized C-glycopyranosides
Journal ArticleDOI
Arylation de glycals catalysée par les sels de palladium: nouvelle synthèse de C-glycosides
TL;DR: In this article, the arylation of peracetylated glycals catalyzed by palladium salts provides a new synthesis of C-glycosides, which is applied to several aromatic compounds, including fluoro and nitro...