Nickel-Catalyzed Enantioselective Reductive Alkenylation of N -Pyridyl Aldimines via a Mechanism of Elementary 1,4-Addition
Abstract
Chiral nickel complexes of isoquinox catalyze an asymmetric reductive alkenylation of N -picolyl aldimines with readily available alkenyl bromides, triflates, and tosylates as carbon electrophiles. The method features neutral and mild conditions, ready scalability with low loadings of nickel catalysts, and excellent compatibility with polar groups and nitrogen-containing heterocycles. Mechanistically, DFT calculations reveal that alkenyl transfer proceeds through a mechanism of “elementary 1,4-addition” to N -picolyl imines involving six-membered cyclic transition states.
Fields of Study & Subjects
Catalytic C–H Functionalization Methods
Asymmetric Hydrogenation and Catalysis
Catalytic Cross-Coupling Reactions
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 5
- Pages
- 1720–1726
- Publication date
- 28 January 2026
- Language
- EN