MN(III)-INDUCED MOLECULAR-OXYGEN TRAPPING REACTION OF ALKENES WITH 2,3-PYRROLIDINEDIONE DERIVATIVES - A NOVEL ENTRY TO -HYDROXY-8-AZA-2,3-DIOXABICYCLO[4.3.0]NONAN-9-ONES

Molecular oxygen trapping reaction of alkenes with 2,3-pyrrolidinedion e derivatives was developed using a Mn(III)-induced oxidation system. Alkenes and 2,3-pyrrolidinediones were treated with manganese(III) ace tate in acetic acid under a stream of dry air, giving -hydroxy-8-aza-2 ,3-dioxabicyclo[4.3.0]nonan-9-ones in good yields. The reaction involv ed molecular oxygen trapping of radicals which were formed by the addi tion of pyrrolidinedione radicals induced by Mn(III) to alkenes. (C) 1 997 Elsevier Science Ltd.