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A Highly Enantioselective Brønsted Acid Catalyzed Reaction Cascade
Author(s) -
Rueping Magnus,
Antonchick Andrey P.
Publication year - 2008
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.200801435
Subject(s) - enantioselective synthesis , enamine , brønsted–lowry acid–base theory , catalysis , cascade , ketone , chemistry , cascade reaction , combinatorial chemistry , organic chemistry , computer science , chromatography
One cat. is enough! A highly enantioselective reaction has been developed for the three‐component reaction of an enamine with a vinyl ketone and a Hantszsch ester in which each of the six reaction steps is catalyzed by the same chiral Brønsted acid (see scheme). This reaction offers efficient access to tetrahydropyridines and azadecalinones from simple and readily available starting materials.