One-step synthesis of N-protected glycosylamines from sugar hemiacetals

被引：14
|
作者：
Liautard, Virginie [1 ]
Pillard, Christelle [1 ]
Desvergnes, Valerie [1 ]
Martin, Olivier R. [1 ]
机构：
[1] Univ Orleans, CNRS, UMR 6005, Inst Chim Minerale & Analyt, F-45067 Orleans, France
来源：
CARBOHYDRATE RESEARCH | 2008年 / 343卷 / 12期
关键词：
sugar hemiacetal; N-glycosylamines; Lewis acid; amination;
D O I：
10.1016/j.carres.2007.11.022
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：
Protected pentofuranose, hexofuranose and hexopyranose hemiacetals were found to react efficiently with amines carrying a deactivating group (alkoxycarbonyl, tosyl or phosphoryl group) in the presence of a Lewis acid to give the corresponding, stable glycosylamines. Such glycosylamine derivatives are useful substrates for further elaboration into nitrogen-containing natural products and carbohydrate mimetics. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2111 / 2117
页数：7
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