Organic Letters · 2019 · 84 citations · 44 references
Natural SciencesChemistryBiocatalysisCatalysisGreen ChemistryCatalytic MechanismsRadical ReactionsRedox CatalysisCopper CatalysisPhotoredox CatalysisPhotoredox FunctionalizationRadical CatalysisRadical SpeciesSubstrate ScopeSubstrate Scope Expansion
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.
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Metal-Free Atom Transfer Radical Polymerization
Nicolas J. Treat, Hazel Sprafke, John W. Kramer et al. · Journal of the American Chemical Society · 2014 · 928 citations · Full text
Enantioselective cyanation of benzylic C–H bonds via copper-catalyzed radical relay
Wen Zhang, Fei Wang, Scott D. McCann et al. · Science · 2016 · 677 citations · Full text
Nitrile-containing natural products
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