Selective synthesis of anomeric α-glycosyl acetamides via intramolecular Staudinger ligation of the α-azides

被引：24

作者：

Bianchi, A ^{[1
]}

Bernardi, A ^{[1
]}

机构：

[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 10期

关键词：

carbohydrates; glycosyl amides; ligation reactions; stereoselective synthesis;

D O I：

10.1016/j.tetlet.2003.12.159

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-Glycosyl azides can be transformed into the corresponding alpha-glycosyl acetamides with complete retention of configuration via reduction-acylation (Staudinger ligation) reactions using specifically functionalized phosphines. The of alpha-acetamides of per-O-benzylated-fucose, per-O-benzylated-glucose and per-O-benzylated-galactose were selectively synthesized by this process. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2231 / 2234

页数：4

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