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Asymmetric Hydrogenation of Quinoxalines with Diphosphinite Ligands: A Practical Synthesis of Enantioenriched, Substituted Tetrahydroquinoxalines
Author(s) -
Tang Weijun,
Xu Lijin,
Fan QingHua,
Wang Jun,
Fan Baomin,
Zhou Zhongyuan,
Lam Kimhung,
Chan Albert S. C.
Publication year - 2009
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.200904518
Subject(s) - asymmetric catalysis , diphosphinite ligands , hydrogenation , tetrahydroquinoxalines
An easily accessible chiral Ir/H 8 ‐binapo catalyst exhibits unprecedented reactivity and excellent enantioselectivity in the hydrogenation of quinoxalines at a high ratio of substrate to catalyst (from 100 to 20 000). This new method provides a practical synthetic approach to give optically active chiral tetrahydroquinoxaline derivatives (see scheme; cod=1,5‐cyclooctadiene).