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Highly Regio‐, Diastereo‐, and Enantioselective Synthesis of Tetrahydroazepines and Benzo[ b ]oxepines through Palladium‐Catalyzed [4+3] Cycloaddition Reactions
Author(s) -
Trost Barry M.,
Zuo Zhijun
Publication year - 2020
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.201911537
Subject(s) - cycloaddition , annulation , enantioselective synthesis , palladium , catalysis , chemistry , combinatorial chemistry , stereochemistry , organic chemistry
A novel Pd 0 ‐catalyzed asymmetric [4+3] annulation reaction of two readily accessible starting materials has been developed for building seven‐membered heterocyclic architectures. The potential [3+2] side pathway could be suppressed though fine tuning of the conditions. A broad scope of cycloaddition donors and acceptors participated in the transformation with excellent chemo‐, regio‐, diastereo‐, and enantioselectivtities, leading to valuable tetrahydroazepines and benzo[ b ]oxepines.