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Step‐Economical Synthesis of Tetrahydroquinolines by Asymmetric Relay Catalytic Friedländer Condensation/Transfer Hydrogenation
Author(s) -
Ren Lei,
Lei Tao,
Ye JiaXi,
Gong LiuZhu
Publication year - 2012
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.201106808
Subject(s) - stereocenter , stereoselectivity , catalysis , brønsted–lowry acid–base theory , chemistry , condensation , transfer hydrogenation , combinatorial chemistry , lewis acids and bases , relay , enantioselective synthesis , reaction conditions , stereochemistry , organic chemistry , physics , power (physics) , quantum mechanics , ruthenium , thermodynamics
Two steps in one reaction : The title relay reaction relies on a combination of an achiral Lewis acid and a chiral Brønsted acid (B*‐H in the scheme). This one‐pot method provides access to tetrahydroquinoline derivatives with multiple continuous stereogenic centers in high stereoselectivity (>20:1 d.r., 98 % ee ).
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