Direct azidation of unprotected carbohydrates under Mitsunobu conditions using hydrazoic acid

被引：30

作者：

Besset, Celine ^{[1
,2
]}

Chambert, Stephane ^{[1
,2
]}

Fenet, Bernard ^{[3
]}

Queneau, Yves ^{[1
,2
]}

机构：

[1] Inst Natl Sci Appl, Inst Chim Biochim Mol & Supramol, Chim Organ Lab, F-69621 Villeurbanne, France

[2] Univ Lyon 1, CNRS, UMR 5246, ICBMS,INSA Lyon,CPE Lyon, F-69622 Villeurbanne, France

[3] Univ Lyon 1, CCRMN, CPE Lyon, F-69622 Villeurbanne, France

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 50期

关键词：

Azidation; Unprotected carbohydrates; Hydrazoic acid; Mitsunobu; CLICK CHEMISTRY; 1,3-DIPOLAR CYCLOADDITIONS; GLYCOSYL AZIDES; CONVERSION; POLYMERIZATION; REACTIVITY; RAFFINOSE; LIGATION; ALKYNES; PHASE;

D O I：

10.1016/j.tetlet.2009.09.173

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A single step procedure for the direct and regioselective synthesis of carbohydrate azides from unprotected sugars using hydrazoic acid under Mitsunobu conditions is reported. A series of mono-, di-, or triazido polyhydroxylated systems are described. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：7043 / 7047

页数：5

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