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

作者:Jun Chen, Jun Chen, Peng‐Zi Wang, Bin Lu, Dong Liang, Xiaoye Yu, Wen‐Jing Xiao, Jia‐Rong Chen, Jia‐Rong Chen · 发表于:Organic Letters · 年份:2019 · DOI:10.1021/acs.orglett.9b03970 · 被引用次数:85 · 研究领域:Radical Photochemical Reactions、Catalytic C–H Functionalization Methods、Sulfur-Based Synthesis Techniques

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.