A stereoselective synthesis of a key 1β-methylcarbapenem intermediate via a diastereoselective decarboxylation

Article abstract of DOI:10.1016/0040-4039(94)85197-2

(3S,4S)-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl ]-2-azatidinone 7a was prepared from (3R,4R)-4-acetoxy-3-[(R)-1-t-butyldimethylsilyloxy)ethyl]-2-azetidinon e 3 via a sequence involving coupling with 2,2,5-trimethyl-1,3-dioxan-4,6-dione-4, N-silylation, solvolysis of the methylmeldrum's acid moiety and a stereoselective acid catalyzed decarboxylation.