Synthesis of trisubstituted and tetrasubstituted alkenes via a manganate-induced migration–elimination process
作者:Hirotada Kakiya、Hiroshi Shinokubo、Koichiro Oshima
DOI:10.1016/s0040-4020(01)01069-9
日期:2001.12
Preparation of alkenes via a manganate-induced alkylation–elimination sequence was investigated. The reaction of 2-alkoxy-1,1-dibromoalkanes with trialkylmanganates afforded disubstituted or trisubstituted alkenes. Treatment of 2-alkoxy-1,1,1-tribromoalkanes with trialkylmanganates provided trisubstituted or tetrasubstituted alkenes through bromine–metal exchange, transfer of two alkyl groups from
研究了通过锰酸盐诱导的烷基化-消除序列制备烯烃。2-烷氧基-1,1-二溴代烷烃与三烷基锰酸酯的反应得到二取代或三取代的烯烃。用三烷基锰酸酯处理2-烷氧基-1,1,1-三溴代烷烃可通过溴-金属交换,将两个烷基从锰转移至碳以及依次消除金属和β-烷氧基部分提供三取代或四取代的烯烃。