Asymmetric synthesis. XXXIX. Synthesis of 3-substituted piperidin-2-ones from chiral non-racemic lactams

Article abstract of DOI:10.1016/S0040-4020(96)00339-0

A series of 3-substituted piperidines in enantiomerically pore form has been synthesized from lactam 1 via the bromo derivative 2i. t-Butyl acetate and 5-methylpyridine derivatives 2g and 2h were obtained optically pure by direct alkylation of 1 with corresponding halides. Azido, amino or benzyloxy products were obtained by diastereoselective substitution of 21.