Reducing oligosaccharides via glycal assembly: on the remarkable stability of anomeric hydroxyl groups to global deprotection with sodium in liquid ammonia

被引：24

作者：

Iserloh, U

Dudkin, V

Wang, ZG

Danishefsky, SJ

机构：

[1] Sloan Kettering Inst Canc Res, Lab Bioorgan Chem, New York, NY 10021 USA

[2] Columbia Univ, Dept Chem, New York, NY 10027 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 39期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(02)01551-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several partially benzylated 1-hydroxy sugars were rapidly deprotected by sodium/liquid ammonia. The terminal hemiketal linkage of the substrates remained intact under these conditions and does not generate ring-opened alditols. Peracetylated glucose and glucosamine derivatives were obtained in 64-79%, isolated yields. (C) 2002 Published by Elsevier Science Ltd.

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页码：7027 / 7030

页数：4

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