Enantioselective Radical Ring-Opening Cyanation of Oxime Esters by Dual Photoredox and Copper Catalysis

Jun Chen, Jun Chen, Peng‐Zi Wang, Bin Lu, Dong Liang, Xiaoye Yu, Wen‐Jing Xiao, Jia‐Rong Chen, Jia‐Rong Chen

Organic Letters · 2019 · 84 citations · 44 references

Concepts

Abstract

Catalytic enantioselective chemical reactions involving highly reactive radical species remain largely unexplored. We report herein for the first time a novel enantioselective radical ring-opening cyanation of redox-active oxime esters by dual photoreodox and copper catalysis. This mild protocol shows good functional group tolerance and broad substrate scope, producing a wide range of optically active alkyl dinitriles with high yields and excellent enantioselectivities, which are difficult to access traditionally.

References

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