Synthesis of trisubstituted and tetrasubstituted alkenes via a manganate-induced migration–elimination process

H Kakiya, H Shinokubo, K Oshima

Index: Kakiya, Hirotada; Shinokubo, Hiroshi; Oshima, Koichiro Tetrahedron, 2001 , vol. 57, # 51 p. 10063 - 10069

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Citation Number: 11

Abstract

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 manganese to carbon, and successive ...