A HIGHLY STEREOSELECTIVE SYNTHESIS OF ARYL 2-DEOXY-BETA-GLYCOSIDES VIA THE MITSUNOBU REACTION

被引:68
|
作者
ROUSH, WR
LIN, XF
机构
[1] Department of Chemistry, Indiana University, Bloomington
来源
JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 20期
关键词
D O I
10.1021/jo00020a003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly stereoselective (6.5- > 20:1) synthesis of aryl 2-deoxy-beta-D-glycosides is described. This method involves the Mitsunobu coupling of phenols and 2-alpha-(thiophenyl)- or 2-alpha-(selenophenyl)-alpha-D-pyranoses 3-6, 18, and 19 followed by Bu3SnH reduction of the PhS- and PhSe-groups.
引用
收藏
页码:5740 / 5742
页数:3
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