Protecting group free glycosidations using p-toluenesulfonohydrazide donors

被引：55

作者：

Gudmundsdottir, Anna V. ^{[1
]}

Nitz, Mark ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 16期

关键词：

D O I：

10.1021/ol801232f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N'-Glycopyranosylsulfonohydrazides are introduced as glycosyl donors for protecting group free synthesis of O-glycosides, glycosyl azides, and oxazolines. Mono- and disaccharides containing a reducing terminal N-acetylglucosamine residue were condensed with P-toluenesulfonylhydrazide to give the desired beta-D-pyranose donors. These donors can be activated with NBS and then glycosidated with the desired alcohol or transformed to the oxazoline or glycosyl azide.

引用

页码：3461 / 3463

页数：3

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