STEREOSELECTIVE PREPARATION OF LITHIUM PHENYLTHIO[2,2-DIMETHYL-CIS-(AND-TRANS-)-3-VINYLCYCLOPROPYL]CUPRATES AND THEIR REACTION WITH BETA-IODOCYCLOHEXENONES - COPE REARRANGEMENT OF 3-(2,2-DIMETHYL-3-VINYLCYCLOPROPYL)-2-CYCLOHEXEN-1-ONES

被引：31

作者：

PIERS, E

NAGAKURA, I

MORTON, HE

机构：

[1] Department of Chemistry, University of British Columbia, Vancouver

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1978年 / 43卷 / 18期

关键词：

D O I：

10.1021/jo00412a057

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lithium phenylthio[2, 2-dimethyl-cis-(and-trans-)-3-vinylcyclopropyl]cuprates were prepared in a highly stereoselective fashion and were allowed to react with 3-iodo-2-cyclohexen-l-one and 3-iodo-2-methyl-2-cyclohexen-1-one. The Cope rearrangement of the resultant products [β-(2, 2-dimethyl-3-vinylcyclopropyl)cyclohexenones] was investigated. © 1978, American Chemical Society. All rights reserved.

引用

页码：3630 / 3631

页数：2

共 8 条

[1]

MARINO JP, 1976, TETRAHEDRON LETT, P3245

[2]

PIERS E, 1976, TETRAHEDRON LETT, P3237

[3] REACTION OF BETA-DIKETONES WITH TRIPHENYLPHOSPHINE DIHALIDES - NEW, EFFICIENT SYNTHESIS OF CYCLIC BETA-CHLORO-ALPHA, BETA-BROMO-ALPHA AND BETA-IODO-ALPHA,BETA-UNSATURATED KETONES [J].