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Asymmetric Carboselenenylation Reaction of Alkenes with Aromatic Compounds
Author(s) -
Okamoto Kazuki,
Nishibayashi Yoshiaki,
Uemura Sakae,
Toshimitsu Akio
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200500573
Subject(s) - stereocenter , chemistry , trifluoromethanesulfonate , moiety , aryl , carbon atom , friedel–crafts reaction , organic chemistry , ring (chemistry) , medicinal chemistry , enantioselective synthesis , catalysis , alkyl
High diastereoselectivity is attained in the carboselenenylation reaction of simple alkenes with aromatic compounds by using a C 2 ‐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.