Tetrahedron

Alkyl radical cyclisations of methylenecyclopropane derivatives

C Destabel, JD Kilburn, J Knight

Index: Destabel, Christine; Kilburn, Jeremy D.; Knight, John Tetrahedron, 1994 , vol. 50, # 38 p. 11267 - 11288

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Citation Number: 29

Abstract

Radical cyclisations of various methylenecyclopropane derivatives have been studied. Cyclisation of diphenylsubstituted (methylenecyclopropyl) butyl radical 10 gave the unexpected cyclohexene 5, via a series of radical rearrangements. In further studies,( methylenecyclopropyl) radicals underwent exclusive 5-exo cyclisation, while (methylenecyclopropyl) butyl radicals gave mixtures of products resulting from 6-exo and ...