INTRAMOLECULAR RADICAL TRAPPING IN "SET" RING OPENING OF N-ENOYL AZIRIDINES. A NEW MECHANISTIC PROBE AND A NEW SYNTESIS OF PYRROLIDONES.

Article abstract of DOI:10.1016/S0040-4039(00)95454-6

N-Acryloyl aziridines 1a-c form pyrrolidones 4a-c via electron attachment, homolytic ring cleavage of the intermediate ketyl, and intramolecular trapping of the radical by the C=C bond of the acryloyl moiety of 1a-c.