1,2,2-tribromocyclopropanecarboxylic acid and derivatives - Valuable intermediates for four carbon cyclopropane and cyclopropene synthons

被引：23

作者：

AlDulayymi, AR ^{[1
]}

AlDulayymi, JR ^{[1
]}

Baird, MS ^{[1
]}

Gerrard, ME ^{[1
]}

Koza, G ^{[1
]}

Harkins, SD ^{[1
]}

Roberts, E ^{[1
]}

机构：

[1] UNIV WALES,DEPT CHEM,BANGOR LL57 2UW,GWYNEDD,WALES

来源：

TETRAHEDRON | 1996年 / 52卷 / 10期

关键词：

D O I：

10.1016/0040-4020(95)01123-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methyl 1,1,2-tribromocyclopropanecarboxylate is readily available by dibromocyclopropanation of methyl alpha-bromoacrylate. Reaction with methyllithium at low temperature provides a simple route to methyl 2-bromocyclopropene carboxylate. while modification of the ester group followed by reaction with methyllithium leads to a series of related four-carbon cyclopropenes. The tribromo-ester is also readily converted into 1,1,2,2-tetrabromocyclopropane, a valuable three-carbon cyclopropene synthon.

引用

页码：3409 / 3424

页数：16