Benzyl 2-(triphenyl-lambda5-phosphanylidene)acetate → benzyl 4-[(2RS)-1-(tert-butyldimethylsilyl)-4-oxoazetidin-2-yl]but-2-enoate

Participants

Reaction Steps

A mixture of (4RS)-1-(tert-butyl-dimethylsilyl)-4-(2-oxoethyl)-2-oxoazetidine (240 mg) and benzyl triphenylphosphoranylidene-acetate (521 mg) in dichloromethane (5 ml) was heated under refluxing for one hour. After removal of the solvent, the residue was chromatographed on silica gel (7 g) eluting with a mixture of dichloromethane and acetone (50:1) to give benzyl 4-[(2RS)-1-(tert-butyl-dimethylsilyl)-4-oxoazetidin-2-yl]but-2-enoate (373 mg) as an oil.

Provenance & Evidence