COMPETITIVE REARRANGEMENTS .1. NEOPENTYLIC VERSUS SKELETAL BICYCLO[2.2.2]OCTANE -] BICYCLO[3.2.1]OCTANE REARRANGEMENTS

被引:0
|
作者
IONICA, I
GHIVIRIGA, I
FILIP, P
BADEA, F
DINULESCU, IG
机构
关键词
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Generation of a carbenium ion common to two systems which are able to undergo either a skeletal bicyclo[2.2.2]octane --> bicyclo[3.2.1]octane rearrangement or a neopentylic rearrangement conducts only to the latter reaction. Thus, 8-carbomethoxy-7-t-butyl-dibenzobicyclo[2.2.2]octatriene (15) reacts with strong acids or bromine, yielding neopentyl rearranged products 17, respectively 21. Reaction mechanisms are proposed.
引用
收藏
页码:1007 / 1015
页数:9
相关论文
共 50 条