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Catalytic Desymmetrizing Dehydrogenation of 4‐Substituted Cyclohexanones through Enamine Oxidation
Author(s) -
Zhu Lihui,
Zhang Long,
Luo Sanzhong
Publication year - 2018
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.201713327
Subject(s) - desymmetrization , dehydrogenation , enamine , stereocenter , chemistry , ketone , enantioselective synthesis , catalysis , amine gas treating , organic chemistry
A desymmetrizing dehydrogenation process catalyzed by a chiral primary amine is described herein. The reaction proceeds through the oxidation of a ketone enamine by IBX and enables the highly enantioselective desymmetrization of 4‐substituted cyclohexanones with the generation of chiral 4‐substituted cyclohexenones containing a remote γ‐stereocenter.