Dual Nickel- and Photoredox-Catalyzed Reductive Cross-Coupling to Access Chiral Trifluoromethylated Alkanes.

A dual nickel/photoredox-catalyzed enantioselective reductive cross-coupling of aryl halides with CF3-substituted racemic alkyl electrophiles has been established. The approach accommodates a broad palette of aryl iodides and alkyl bromides to access a variety of chiral CF3-containing compounds. The exceptionally mild conditions (visible light, ambient temperature, no strong base) and no need for Grignard reagents or stoichiometric metallic reductants provide this transformation huge potential in the application of the late-stage functionalization of complex molecules.