AZIDO-PHENYLSELENYLATION OF PROTECTED GLYCALS

被引：49

作者：

CZERNECKI, S

RANDRIAMANDIMBY, D

机构：

[1] Laboratoire de Chimie des Glucides, Université Pierre et Marie Curie, 75005 Paris

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 49期

关键词：

AZIDO-PHENYLSELENYLATION; GLYCALS; SELENO-GLYCOSIDES; 2-AZIDO-SUGARS;

D O I：

10.1016/S0040-4039(00)61509-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Anti-Markovnikov azido-phenylselenylation of diversely protected glycals affords protected phenyl 2-azido-2-deoxy-alpha-selenoglycopyranosides. From D-glucal, the alpha-manno and alpha-gluco isomers are obtained, whereas from D-galactal,a complete stereocontrol is observed, affording exclusively the alpha-galaclo isomer in 70% yield.

引用

页码：7915 / 7916

页数：2

共 7 条

[1]

BENHADDOU R, 1992, SYNLETT, P967

[2]

GIULIANO RM, 1992, SYNLETT, P419

[3] SYNTHETIC METHODS .27. PHENYLSELENIUM AZIDE ADDITION TO ALKENES - A NEW AND STEREOSPECIFIC INTRODUCTION OF SE AND N INTO ORGANIC-MOLECULES [J].