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Asymmetric Propargylic Radical Cyanation Enabled by Dual Organophotoredox and Copper Catalysis

Fu-Dong Lu, Dan Liu, Lei Zhu, Liang-Qiu Lu*, Qian Yang, Quan-Quan Zhou, Yi Wei, Yu Lan*, Wen-Jing Xiao*

*Central China Normal University, 152 Luoyu Road, Wuhan 430079; Chongqing University, Chongqing 400030, China, Email:,,

F.-D. Lu, D. Liu, L.-Q. Lu, Q. Yang, Q.-Q. Zhou, Y. Wei, Y. Lan, W.-J. Xiao, J. Am. Chem. Soc., 2019, 141, 6167-6172.

DOI: 10.1021/jacs.9b02338

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A dual photoredox and copper catalysis enables an asymmetric propargylic cyanation with high reaction efficiency and enantioselectivities. Whereas an organic photocatalyst serves to generate propargyl radicals and oxidize Cu(I) to Cu(II), the chiral Cu complex functions as an efficient catalyst to resemble the propargyl radical and cyanide in an enantio-controlled manner.

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Key Words

cyanation, photochemistry

ID: J48-Y2019