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Highly Z ‐Selective Asymmetric Conjugate Addition of Alkynones with Pyrazol‐5‐ones Promoted by N , N ′‐Dioxide–Metal Complexes
Author(s) -
Wang Zhen,
Chen Zhenling,
Bai Sha,
Li Wei,
Liu Xiaohua,
Lin Lili,
Feng Xiaoming
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.201109130
Subject(s) - stereocenter , conjugate , pyrazolones , chemistry , enantiomer , combinatorial chemistry , computer science , stereochemistry , medicinal chemistry , enantioselective synthesis , organic chemistry , mathematics , mathematical analysis , catalysis
Highly selective : The title reaction is achieved with high enantiomeric and geometric control and thermodynamically unstable ( Z )‐enone derivatives are obtained as the major products (see scheme). The procedure tolerates a wide range of substrates to generate optically active pyrazolones with vinyl‐substituted quaternary stereocenters.