Abstract
Novel carbonyl-stabilized bis-sulfonium ylids I, II and III, were synthesized for the purpose of revealing their physicochemical properties as well as exploiting their synthetic application. The treatment of these ylides with phenylisocyanate gave stable bis-carbamoyl sulfonium ylids. The reaction with some α, β-unsaturated carbonyl compounds resulted in the Michael type addition to afford the corresponding bis-cyclopropane derivatives. The solvent polarity dependence of stereochemistry of the cyclopropane formation was observed in the reaction of ylids with chalcone.
