SILICON-DIRECTED NAZAROV CYCLIZATIONS .8. STEREOELECTRONIC CONTROL OF TORQUOSELECTIVITY

被引：88

作者：

DENMARK, SE

WALLACE, MA

WALKER, CB

机构：

[1] Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 21期

关键词：

D O I：

10.1021/jo00308a001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The silicon-directed Nazarov cyclization of the optically active β′-silyldivinyl ketones (+)-1 and (-)-1 proceeded with near perfect stereoselectivity. The direction of conrotatory electrocyclic ring closure was controlled by the remote silyl group such that carbon-carbon bond formation occurred in an anti SE′ sense to the silicon electrofuge. © 1990 American Chemical Society.

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页码：5543 / 5545

页数：3

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