HIGHLY STEREOSELECTIVE BORON TRIFLUORIDE-PROMOTED 5-ENDO CYCLIZATION OF EPOXY-ALLYLIC STANNANES

被引：10

作者：

YOSHITAKE, M

YAMAMOTO, M

KOHMOTO, S

YAMADA, K

机构：

[1] CHIBA UNIV,FAC ENGN,DEPT MAT SCI,1-33 YAYOI CHO,CHIBA 260,JAPAN

[2] CHIBA UNIV,GRAD SCH SCI & TECHNOL,CHIBA 260,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 09期

关键词：

D O I：

10.1039/p19910002157

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and highly stereoselective 5-endo cyclisation of epoxy-allylic stannanes 1 promoted by BF3-Et2O has been discovered. The same reaction occurs with lower regio- and stereo-selectivity via an allylic lithium as a result of transmetallation. The selective formation of trans-3-alkenylcyclopentanols is expected to be of importance in terpenoid syntheses.

引用

页码：2157 / 2160

页数：4

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