Regioselective C-3-O-acylation and O-methylation of 4,6-O-benzylidene-β-D-gluco- and galactopyranosides displaying a range of anomeric substituents

被引：58

作者：

Osborn, HMI ^{[1
]}

Brome, VA ^{[1
]}

Harwood, LM ^{[1
]}

Suthers, WG ^{[1
]}

机构：

[1] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England

来源：

CARBOHYDRATE RESEARCH | 2001年 / 332卷 / 02期

基金：

英国工程与自然科学研究理事会;

关键词：

regioselective acylation; copper chelate; methylation; one-pot synthesis;

D O I：

10.1016/S0008-6215(01)00063-5

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：

The regioselective C-3-O-acylation and O-methylation of a range of 4,6-O-benzylidene-beta -D-gluco- and galactopyranosides has been studied. Regioselectivity is achieved by forming the copper chelate of the 2,3-diol using either sodium hydride and copper(II) chloride, or copper(II) acetylacetanoate, or copper(II) acetate, prior to introduction of the acylating or methylating agent. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：157 / 166

页数：10