STEREOCHEMICAL DEPENDENCE OF THE BIS-ALKYLATION REACTION OF ALPHA,ALPHA-DILITHIATED ALLYL PHENYL SULFONE WITH CIS- AND TRANS-1,4-DICHLORO-2-BUTENE - A CONVENIENT METHOD FOR THE SYNTHESIS OF A CYCLOHEPTA-1,4-DIENE SYSTEM

被引：6

作者：

HOUSTON, TA ^{[1
]}

KOREEDA, M ^{[1
]}

机构：

[1] UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109

来源：

SYNTHETIC COMMUNICATIONS | 1994年 / 24卷 / 03期

关键词：

D O I：

10.1080/00397919408011198

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

While the bis-alkylation of the dilithio derivative of allyl phenyl sulfone with cis-1,4-dichloro-2-butene produces the cyclopentene product, the similar reaction with the trans-dihalide affords the divinylcyclopropane product which rearranges smoothly, upon refluxing in xylenes, into the 1,4-cycloheptadiene system in 65% overall yield from allyl phenyl sulfone.

引用

页码：393 / 398

页数：6