Nucleophilic Additions to a,ß-Unsaturated Sulphones. Part III. Regiochemistry of the Reaction of (E)-Phenyl ß-Cyanovinyl Sulphone with Nitrogen, Oxygen and Carbon Nucleophiles

The reactions of the title compound with secondary amines, alcohols, and enamines have been studied. Addition or addition-elimination at either electrophilic position is observed. Regiochemistry is a function of steric and electronic effects and of electrostatic interactions