Highly regioselective and stereoselective radical addition of p-TsBr to substituted terminal allenes and their nucleophilic substitutions: Synthesis of alpha,beta-unsaturated sulfones

Regioselective and stereoselective radical addition of p-TsBr to substitute d allenes in the presence of a catalytic amount of AIBN afforded tosyl-subs tituted primary (E)-allylic bromides as the sole products. The nucleophilic substitution of the resulting allylic bromides to give substituted alpha,b eta -unsaturated sulfone derivatives is described.