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Synthesis of Atropisomerically Defined, Highly Substituted Biaryl Scaffolds through Catalytic Enantioselective Bromination and Regioselective Cross‐Coupling
Author(s) -
Gustafson Jeffrey L.,
Lim Daniel,
Barrett Kimberly T.,
Miller Scott J.
Publication year - 2011
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.201101147
Subject(s) - regioselectivity , enantioselective synthesis , combinatorial chemistry , electrophilic substitution , chemistry , electrophile , palladium , halogenation , computer science , scheme (mathematics) , stereochemistry , catalysis , organic chemistry , mathematics , mathematical analysis
A selective sequence : An enantioselective synthesis (see scheme) of atropisomerically defined p ‐terphenyls, as well as tetra‐ and pentaaryl compounds is reported. The synthesis proceeds through sequential atropisomer‐selective electrophilic aromatic substitution and regioselective palladium‐catalyzed cross‐coupling reactions.