Abstract The enolate generated from S-phenyl (S)-1-benzyl-2-azetidinecarbothioate is converted into racemic products 2 by treatment with electrophiles. The bicyclic oxazolidinone derivative 12 has been prepared from trimethylsilyl (S)-1-(trimethylsilyl)-2- azetidinecarboxylate (11) and pivalaldehyde without racemization. Addition of 12 to aldehydes and hydrolysis gives the products 13 ah. The structure of the adduct 13 h from ...