Ni-Catalyzed (A + 2B)-Type Reductive Coupling of Electron-Deficient Alkenes and Alkynes through a Selective Trimerization/1,6-Reduction Cascade
Abstract
The first nickel-catalyzed (A + 2B)-type reductive coupling of electron-deficient alkenes with alkynes has been developed. This method provides efficient access to diverse α-skipped dienyl esters in up to 99% yield with high chemo- and stereoselectivity. Synthetic utility is demonstrated in the late-stage modification of bioactive molecules and the development of antibacterial agents. Mechanistic studies indicate a stepwise pathway involving selective trimerization of alkenes with alkynes followed by a nickelacycle-mediated formal 1,6-reduction.
Fields of Study & Subjects
Catalytic C–H Functionalization Methods
Catalytic Cross-Coupling Reactions
Radical Photochemical Reactions
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 5
- Pages
- 1766–1771
- Publication date
- 27 January 2026
- Language
- EN