Cu(I)-catalysed chemo-, regio-, and stereoselective radical 1,2-carboalkynylation with two different terminal alkynes

Jun-Qian Bian, Li Qin, Li-Wen Fan, Jiajia Fu, Yong-Feng Cheng, Yu-Feng Zhang, Qiao Song, Peng-Fei Wang, Zhong-Liang Li, Qiang-Shuai Gu, Peng Yu, Jun-Bin Tang () and Xin-Yuan Liu ()
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Jun-Qian Bian: Southern University of Science and Technology
Li Qin: Southern University of Science and Technology
Li-Wen Fan: Southern University of Science and Technology
Jiajia Fu: Southern University of Science and Technology
Yong-Feng Cheng: Southern University of Science and Technology
Yu-Feng Zhang: Southern University of Science and Technology
Qiao Song: Southern University of Science and Technology
Peng-Fei Wang: Southern University of Science and Technology
Zhong-Liang Li: Great Bay University
Qiang-Shuai Gu: Southern University of Science and Technology
Peng Yu: Eastern Institute for Advanced Study Eastern Institute of Technology
Jun-Bin Tang: Southern University of Science and Technology
Xin-Yuan Liu: Southern University of Science and Technology

Nature Communications, 2025, vol. 16, issue 1, 1-12

Abstract: Abstract Transition-metal-catalysed asymmetric multicomponent reactions with two similar substrates often suffer from the lack of strategies to control the chemo-, regio-, and stereoselectivity of these substrates due to the close similarity in the chemical structures and properties of each reagent. Here, we describe a Cu(I)-catalysed asymmetric radical 1,2-carboalkynylation of two different terminal alkynes and alkyl halides with high chemo-, regio-, and stereoselectivity by using sterically bulky chiral tridentate anionic N,N,P-ligands and modulating alkynes with different electronic properties to circumvent above-mentioned challenges. This method features good substrate scope, high functional group tolerance of two different terminal alkynes, and diverse alkyl halides, providing universal access to a series of useful axially chiral 1,3-enyne building blocks.

Date: 2025
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DOI: 10.1038/s41467-025-60012-z

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