Regioselective 6-detrimethylsilylation of per-O-TMS-protected carbohydrates in the presence of ammonium acetate

被引：16

作者：

Cui, Yanli ^{[1
]}

Cheng, Zhaodong ^{[1
]}

Mao, Jianwei ^{[2
]}

Yu, Yongping ^{[3
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China

[2] Zhejiang Prov Key Lab Chem & Bio Proc Technol Far, Hangzhou 310023, Zhejiang, Peoples R China

[3] Zhejiang Univ, Coll Pharmaceut Sci, Hangzhou 310058, Zhejiang, Peoples R China

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 29期

基金：

中国国家自然科学基金;

关键词：

Carbohydrates; Regioselectivity; Desilylation; Glycosides; Protecting groups; ONE-POT PROTECTION; GLYCOSYLATION; GLUCOSE; DESIGN;

D O I：

10.1016/j.tetlet.2013.05.039

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient methodology has been developed for the regioselective removal of primary trimethylsilyl group (TMS) of various per-O-TMS-protected carbohydrates by inexpensive ammonium acetate. After acetylation and trichloroacetimidation of 6-hydroxyl sugar 1b, other TMS groups of 1d and 1c were inert to ammonium acetate in the same conditions, and this approach was also successfully applied in TMS-protected sphingosine. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：3831 / 3833

页数：3

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