Allyl deprotection of galacturonic acid derivatives: mechanistic aspects of mercuric-catalyzed prop-1-enyl acetal cleavage

被引：8

作者：

Barbier, Maximilien ^{[1
]}

Grand, Eric ^{[1
]}

Kovensky, Jose ^{[1
]}

机构：

[1] Univ Picardie Jules Verne, CNRS, UMR 6219, Lab Glucides, F-80039 Amiens, France

来源：

CARBOHYDRATE RESEARCH | 2007年 / 342卷 / 17期

关键词：

allyl deprotection; rhodium complex; mechanism; galacturonic acid;

D O I：

10.1016/j.carres.2007.08.019

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：

Different deallylation methods were assayed for selective deprotection of allyl galactopyranosiduronic acid derivatives. A two-step procedure using DABCO and (Ph3P)(3)RhCl followed by mercuric-assisted cleavage gave quantitative yields. Reaction in the presence of [O-18]water allowed us to obtain evidence about the mechanism of prop-l-enyl cleavage. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：2635 / 2640

页数：6

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