Enantioselective Three-Component Radical Alkene Diazomethyl-Cyanation Enabled by Copper/Photoredox Dual Catalysis
Abstract
Radical-mediated alkene dicarbofunctionalizations enable the construction of molecular complexity and the exploration of diverse C(sp 3 )-rich scaffolds. However, catalytic enantioselective three-component versions are underdeveloped. Herein, we report a copper/photoredox dual-catalyzed enantioselective alkene diazomethyl-cyanation. The key to the success is the selection of appropriate photocatalyst for the generation of diazomethyl radicals from α-iodonium diazo compounds and the introduction of a chiral bis(oxazoline) copper catalyst for the radical-metal crossover process. This protocol constitutes the asymmetric simultaneous incorporation of cyano and diazomethyl moieties across an alkene, providing general access to enantioenriched β-cyanodiazo compounds with tertiary or quaternary carbon stereogenic centers under mild conditions.
Fields of Study & Subjects
Radical Photochemical Reactions
Catalytic C–H Functionalization Methods
Catalytic Cross-Coupling Reactions
Publication details
- Journal / source
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Volume
- 16
- Issue
- 5
- Pages
- 4345–4354
- Publication date
- 19 February 2026
- Language
- EN