A highly stereoselective formal synthesis of (±)-thienamycin through organocopper enolate–iminoester condensation
Abstract
The conjugate addition of the Fleming silylcuprate reagent to methyl crotonate and enolate trapping by methyl 4-methoxyphenyliminoacetate produced a high yield of (1′S*,3R*,4S)-3-[1-(dimethylphenylsilyl)ethyl]-4-methoxycarbonyl-1-(4-methoxyphenyl)azetidin-2-one as a (±)-thienamycin building block.