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
收藏
页码：2290 / 2293
页数：4
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