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Asymmetric Hydrophosphinylation of Alkynes: Facile Access to Axially Chiral Styrene-Phosphines |
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| Authors: | Baohua Cai Yuan Cui Jian Zhou Dr Yong-Bin Wang Prof Dr Limin Yang Prof Dr Bin Tan Prof Dr Jun |
| Institution: | 1. Shenzhen Grubbs Institute, Department of Chemistry and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, 518055 China
These authors contributed equally to this work.;2. Department of Chemistry, Hong Kong Baptist University, Hong Kong, China;3. Shenzhen Grubbs Institute, Department of Chemistry and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, 518055 China;4. College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 311121 China |
| Abstract: | A Cu/CPA co-catalytic system has been developed for achieving the direct hydrophosphinylation of alkynes with phosphine oxides in delivering novel axially chiral phosphorus-containing alkenes in high yields and excellent enantioselectivities (up to 99 % yield and 99 % ee). DFT calculations were performed to elucidate the reaction pathway and the origin of enantiocontrol. This streamlined and modular methodology establishes a new platform for the design and application of new axially chiral styrene-phosphine ligands. |
| Keywords: | Axial Chirality Chiral Phosphoric Acid Copper Hydrophosphinylation Phosphine |