A stereoselective synthesis of a key intermediate to 1 beta-methylcarbapenem via aziridine ring-opening reaction

Abstract

A stereocontrolled synthesis of azetidinone 3 as a key intermediate to 1beta-methylcarbapenem 2 has been achieved via iodoamidation of trichloroacetimidate prepared from (Z)-olefinic allylic alcohol 6, aziridine ring-opening reaction with cyanide nucleophile and a tandem beta-lactam formation.