Tributylstannane → HCID 70518003, compound

Participants

Reaction Steps

A mixture of methyl 4-[(2R,3R)-3-isocyano-4-oxoazetidin-2-yl]-3-methoxybut-2-enoate [(E,Z)-isomeric mixture](50 mg), tri-n-butyltin hydride (90 μl), and 2,2'-azobis-(2-methylpropionitrile) (5 mg) in benzene (5 ml) was heated to reflux for one hour under a nitrogen atmosphere. The reaction mixture was cooled to room temperature and chromatographed on silica gel (2.5 g) eluting first with dichloromethane and then 4% methanol in dichloromethane to give methyl 3-methoxy-4-[(2R)-4-oxoazetidin-2-yl]but-2-enoate [(E,Z)-isomeric mixture](35 mg) as a crystalline solid.

Provenance & Evidence