Intramolecular homolytic displacements. Part 18. Stereochemical effects of the induced decomposition of unsaturated peroxidic compounds leading to the formation of five-membered rings

Abstract

Free-radical additions of methylene dichloride and chloroform to various peroxidic compounds having unsaturation δ to the peroxidic bond and a substituent on the chain linking both functions gave five-membered heterocycles with some stereoselectivity. The influence of various structural factors such as the size of the substituent, the nature of the peroxidic function (peroxide, perester and percarbonate), etc. have been studied.