PYRROLIDINE AND α-METHYLENE-γ-LACTAM FROM THE CYCLIZATION OF α -ALKYLAMINOETHYL)ACRYLATE: SYNTHESIS OF AZA-SARCOMYCINS

Article abstract of DOI:10.1016/S0040-4039(00)96943-0

Diene 1 readily adds primary amines to give 2 which can cyclize either in a Michael addition fashion or via a displacement reaction to give, respectively, pyrrolidine 3 or methylene lactam 4 which further isomerizes to 5 under the employed reaction conditions.Compound 4 can be obtained as the sole product from the reaction of diene precursor 7 with amines followed by vacuum pyrolysis