Synthesis of a branched chain aza-C-disaccharide via the cycloaddition of a chiral nitrone to an alkene, both sugar derivatives

被引：14

作者：

Argyropoulos, NG ^{[1
]}

Sarli, VC ^{[1
]}

机构：

[1] Univ Thessaloniki, Dept Chem, Organ Chem Lab, Thessaloniki 54124, Greece

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 22期

关键词：

D O I：

10.1016/j.tetlet.2004.04.031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A multistep synthesis of a protected aza-C-disaccharide derivative with a pyrrolidine ring as the azasugar component is described. The key step is a stereoselective cycloaddition reaction of a chiral nitrone derived from D-ribose and a sugar alkene derived from D-galactose. An intramolecular N-alkylation followed by a reductive cleavage of the isoxazolidine N-O bond, in one pot, gave the final product. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：4237 / 4240

页数：4

共 29 条

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