Carbon–carbon bond scission during the reactions of allylic hydroperoxides with some transition metal compounds. Results relevant to a recent proposal

Abstract

The proposal that 4-exo closure of an allylic peroxyl radical can account for the titled reactions of pinocarveyl hydroperoxide has been considered in the light of literature data, along with the results of reactions carried out with a range of alternative copper and iron reagents and with the previously examined reagents in the presence or absence of suitable traps: an acid-catalysed pathway is proposed to account for the observed scission reaction.