General access to iminosugar C-glycoside building blocks by means of cross-metathesis:: A gateway to glycoconjugate mimetics

被引：53

作者：

Godin, G ^{[1
]}

Compain, P ^{[1
]}

Martin, OR ^{[1
]}

机构：

[1] Univ Orleans, CNRS, UMR 6005, Inst Chim Organ & Analyt, F-45067 Orleans 2, France

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 18期

关键词：

D O I：

10.1021/ol035117h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Cross-metathesis reactions of alpha-1-C-allyl-1-deoxynojirimycin derivatives 7a,b and various functionalized alkenes mediated by Grubbs's catalyst 3 are reported. The reactions showed reasonable to very good yields and excellent E/Z selectivity. This methodology allows the efficient and convergent synthesis of iminosugar C-glycosides with a great degree of structural diversity in the aglycone, opening the way to a variety of new glycoconjugate mimetics of biological interest.

引用

页码：3269 / 3272

页数：4

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