Asymmetric Carboselenenylation Reaction of Alkenes with Aromatic Compounds

Abstract

High diastereoselectivity is attained in the carboselenenylation reaction of simple alkenes with aromatic compounds by using a C2-symmetric areneselenenyl triflate (see scheme). This asymmetric Friedel–Crafts-type reaction is a convenient procedure for the preparation of chiral hydrocarbons bearing an aryl moiety at the stereogenic carbon atom. Tf=trifluoromethanesulfonyl; M.S.=molecular sieves.