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Asymmetric Carboselenenylation Reaction of Alkenes with Aromatic Compounds

Angewandte Chemie International EditionPublished 7 May 2005
Kazuki Okamoto, Yoshiaki Nishibayashi, Sakae Uemura, Akio Toshimitsu
Citations68
SJR quartileQ1
SJR score5.55
SNIP2.47

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.

Keywords

Chemistry