Allyl protecting group mediated intramolecular aglycon delivery (IAD):: synthesis of α-glucofuranosides and β-rhamnopyranosides

被引：29

作者：

Cumpstey, I

Fairbanks, AJ

Redgrave, AJ

机构：

[1] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England

[2] GlaxoSmithKline, Med Res Ctr, Stevenage SG1 2NY, Herts, England

来源：

TETRAHEDRON | 2004年 / 60卷 / 41期

基金：

英国工程与自然科学研究理事会;

关键词：

carbohydrates; glycosylation; stereocontrol; thioglycosides; intramolecular aglycon delivery (IAD);

D O I：

10.1016/j.tet.2004.07.083

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of allyl protecting group mediated intramolecular aglycon delivery (IAD) as a strategy for intramolecular glycosylation has been extended to allow the stereoselective synthesis of alpha-glucofuranosides and beta-rhamnopyranosides, in a totally stereoselective fashion. The efficiency of intramolecular glycosylation is dependent on the protecting group pattern of the glycosyl donor, and on the steric bulk of the glycosyl acceptor. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：9061 / 9074

页数：14

共 40 条

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