Enantioselective Copper‐Catalyzed Decarboxylative Propargylic Alkylation of Propargyl β‐Ketoesters with a Chiral Ketimine P,N,N‐Ligand

作者：Fu‐Lin Zhu, Yuan Zou, De‐Yang Zhang, Yahui Wang, Xin‐Hu Hu, Xin‐Hu Hu, Song Chen, Jie Xu, Xiang‐Ping Hu, Xiang‐Ping Hu · 发表于：Angewandte Chemie International Edition · 年份：2013 · DOI：10.1002/anie.201309182 · 被引用次数：143 · 研究领域：Catalytic Alkyne Reactions、Catalytic C–H Functionalization Methods、Asymmetric Synthesis and Catalysis

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.