Ring closure reaction of 4-tert-butyl-4-penten-1-ol with electrophilic reagents

Abstract

The reaction of 4-tert-butyl-4-penten-1-ol 3 with some electrophilic reagents (such as mineral acids, mercuric acetate, peracids) has been investigated. It is found that in the acid (H2SO4) catalysed reaction of 3, the products of 1,2-methyl rearrangement are produced. The oxymercuration/demercuration reaction of 3 and its reaction with meta-chloroperbenzoic acid afford in high yields exclusively Markovnikov-type products.