We have investigated cyclization reactions of y-hydroxyalkenes bearing an alkoxy or alkyl substituent on the allylic carbon. A variety of electrophiles [N-bromosuccinimide, N- iodosuccinimide, iodine, mercury (I1) acetate, mercury (I1) trifluoroacetate, mercury (I1) triflate, benzeneselenenyl chloride, and N-(phenylseleneny1) phthalimidel were employed. Alkenol 5 was prepared from D-arabinose and methylenetriphenylphosphorane, and ...