STEREOSELECTIVE REACTION OF METHYL ALPHA-D-GLYCOPYRANOSIDE AND BETA-D-GLYCOPYRANOSIDE WITH ACETIC-ANHYDRIDE IN THE PRESENCE OF TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE

被引：12

作者：

ANGIBEAUD, P

UTILLE, JP

机构：

[1] Centre de Recherches sur les Macromolécules Végétates, CNRS, 38041 Grenoble Cedex

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 05期

关键词：

D O I：

10.1039/p19900001490

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of methyl β-D-glycopyranosides with TMSOtf-Ac2O gives acyclic products by selective cleavage of the ring carbon-oxygen bond, whereas methyl α-D-isomers undergo replacement of the anomeric methoxy by an acetoxy group with retention of configuration.

引用

页码：1490 / 1492

页数：3