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：
来源：
REVUE ROUMAINE DE CHIMIE | 1992年 / 37卷 / 09期
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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.
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页码：1007 / 1015
页数：9
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