SUBSTITUTION REACTIONS INVOLVING ORGANOALUMINUM COMPOUNDS. 8. ALKENYLATION OF β,β'-DIACETOXYSULFIDES WITH DIALKYLALKENYLALANES

Article abstract of DOI:10.1007/BF00956961

The reaction of β,β'-dichloro- and β,β'-diacetoxysulfides with dialkyl-Z-alkenylalanes has been studied; reaction occurs under mild conditions with retention of Z-configuration in the double bond.The reaction represents a stereospecific method for the synthesis of cyclic Z-homoallyl sulfides.The corresponding cycloalkanes and cycloalkenes can be obtained from these Z-homoallylic sulfides by desulfurization with Li in ethylamine or with Raney nickel.