2-Nitro thioglycoside donors:: Versatile precursors of β-D-glycosides of aminosugars

被引：32

作者：

Barroca, N ^{[1
]}

Schmidt, RR ^{[1
]}

机构：

[1] Univ Konstanz, Dept Chem, D-78457 Constance, Germany

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 10期

关键词：

D O I：

10.1021/ol049729t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Nitro thioglycosides can be prepared by the Michael addition of thiophenol to 2-nitroglycal derivatives. NIS/TMSOTf activation of these 2-nitro thioglycosides, in the presence of alcohols, rapidly and cleanly led to the desired glycosides in good yield and beta-selectivity. Reduction of the nitro group allowed generation of the corresponding 2-acetamido glycosides.

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页码：1551 / 1554

页数：4

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