Regioselectivity of radical-induced bond cleavages in epoxides

Abstract

Radical-induced carbon–carbon and carbon–oxygen bond cleavage reactions in a highly substituted epoxide, and in epoxides fused to other rings are reported. Substitution at the site of the developing radical assists C–C bond cleavage. In ring-fused epoxides. C–C bond cleavage was not seen where stereoelectronic factors oppose it.