title: Enantioselective copper-catalyzed decarboxylative propargylic alkylation of propargyl β-ketoesters with a chiral ketimine P,N,N-ligand.
abstract: The first enantioselective copper-catalyzed decarboxylative propargylic alkylation has been developed. Treatment of propargyl β-ketoesters with a catalyst, prepared in situ from [Cu(CH3 CN)4 BF4 ] and a newly developed chiral tridentate ketimine P,N,N-ligand under mild reaction conditions, generates β-ethynyl ketones in good yields and with high enantioselectivities without requiring the pregeneration of ketone enolates. This new process provides facile access to a range of chiral β-ethynyl ketones in a highly enantioenriched form.
authors.affiliation: Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023 (China) http://www.asym.dicp.ac.cn; University of the Chinese Academy of Sciences, Beijing 100049 (China).
authors.forename: Fu-Lin
authors.initials: FL
authors.lastname: Zhu
authors.forename: Yuan
authors.initials: Y
authors.lastname: Zou
authors.forename: De-Yang
authors.initials: DY
authors.lastname: Zhang
authors.forename: Ya-Hui
authors.initials: YH
authors.lastname: Wang
authors.forename: Xin-Hu
authors.initials: XH
authors.lastname: Hu
authors.forename: Song
authors.initials: S
authors.lastname: Chen
authors.forename: Jie
authors.initials: J
authors.lastname: Xu
authors.forename: Xiang-Ping
authors.initials: XP
authors.lastname: Hu
keywords: alkylation; asymmetric catalysis; copper; ligand design; synthetic methods