A new approach to piperidine alkaloids: an enantioselective total synthesis of (2S,6R)- and (2R,6S)-dihydropinidine

Abstract

An enantioselective total synthesis of (2S,6R)- and (2R,6S)-dihydropinidine, utilizing the (2R,6R)-1,6-dihydro-6-hydroxy-2-methyl-N-tosyl-pyridin-3(2H)-one 3 and its enantiomer 3′ obtained from kinetic resolution of α-furfuryl amide 2 by modified Sharpless asymmetric epoxidation as starting material, is described.