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
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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