Regioselective and stereoselective nucleophilic ring opening of trifluoromethylated cyclic sulfates: asymmetric synthesis of both enantiomers of syn-(3-trifluoromethyl)isoserine

A new and efficient enantioselective synthesis of both enantiomers of syn-(3-trifluoromethyl)isoserine is achieved through a study. Ring opening of trifluoromethylated cyclic sulfates, derived from enantiopure trifluoromethylated vicinal diols, with various nucleophiles occurred exclusively at C2 with inversion of chirality.