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Readily Available Biaryl P,N Ligands for Asymmetric Catalysis
Author(s) -
Knöpfel Thomas F.,
Aschwanden Patrick,
Ichikawa Takashi,
Watanabe Takumi,
Carreira Erick M.
Publication year - 2004
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.200461286
Subject(s) - diastereomer , chemistry , enantiomer , amine gas treating , catalysis , combinatorial chemistry , covalent bond , enantioselective synthesis , stereochemistry , transition metal , resolution (logic) , organic chemistry , artificial intelligence , computer science
A short and modular synthesis of novel P,N ligands (pinap; see scheme; X=O or NH) is presented. A covalently bound chiral group allows the separation of the atropisomeric diastereomers, thus avoiding resolution involving chiral Pd–amine complexes. The utility of the ligands is demonstrated for three reactions catalyzed by different transition metals; in each case products are obtained with high enantiomeric excess (up to 99 % ee ).