A sulfur-assisted regioselective α-functionalization of cyclopropyl sulfides. Synthetic applications of homoallyl anion synthon
Abstract
γ,δ-Unsaturated γ-sulfenyl or sulfinlalkylmercury chlorides 5 and 15, generated from the cyclopropyl sulfide 7 and mercury (II) trifluoroacetate, were demonstrated to be homoallyl anion synthons; these compounds recyclized into the α-functionalized cyclopropyl sulfide on reaction with several electrophiles.