A highly efficient deprotection of the 2,2,2-trichloroethyl group at the anomeric oxygen of carbohydrates

被引：6

作者：

Zhang, Jianbo ^{[1
]}

Fu, Jie ^{[1
]}

Si, Wenshuai ^{[1
]}

Wang, Xiaohu ^{[1
]}

Wang, Zhongfu ^{[2
]}

Tang, Jie ^{[1
]}

机构：

[1] E China Normal Univ, Dept Chem, Shanghai 200062, Peoples R China

[2] NW Univ Xian, Sch Life Sci, Xian 710069, Peoples R China

来源：

CARBOHYDRATE RESEARCH | 2011年 / 346卷 / 14期

基金：

上海市自然科学基金;

关键词：

2,2,2-Trichloroethyl; Anomeric center; Carbohydrates; Deprotection; Zinc dust; STEREOSELECTIVE TOTAL-SYNTHESIS; GLYCOSYL HEMIACETALS; HYDROLYSIS; OLIGOSACCHARIDES; THIOGLYCOSIDES; DEACYLATION; MILD;

D O I：

10.1016/j.carres.2011.08.007

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Commercially available zinc dust in the presence of ammonium chloride in acetonitrile at reflux removes the 2,2,2-trichloroethyl (ICE) group at anomeric centers with excellent yields (>95%) in short reaction times. This present method is easily implemented on substrates containing acyl and benzyl groups and large-scale reactions also proceed in high yield. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：2290 / 2293

页数：4

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