Allylic rearrangement

Stereocenter

Electrode

Organic chemistry

Combinatorial chemistry

Electrophile

Nickel

Enantioselective synthesis

Catalysis

Physical chemistry

Halide

Chemistry

Electrochemistry

ACS Catalysis

An electrochemically-driven enantioselective nickel-catalyzed reductive cross-coupling of alkenyl bromides and benzyl chlorides is reported. The reaction forms products bearing allylic stereogenic centers with good enantioselectivity under mild conditions in an undivided cell. Electrochemical activation and turnover of the catalyst mitigate issues posed by metal powder reductants. This report demonstrates that enantioselective Ni-catalyzed cross-electrophile couplings can be driven electrochemically.

Enantioselective Electroreductive Coupling of Alkenyl and Benzyl Halides via Nickel Catalysis