Nickel-Catalyzed Asymmetric Cross-Electrophile trans-Aryl-Benzylation of α-Naphthyl Propargylic Alcohols

Herein, we report a nickel-catalyzed asymmetric three-component trans-dicarbofunctionalization of β-substituted α-naphthyl propargylic alcohols using readily available aryl and benzyl halides as the coupling partners under reductive conditions. This cross-electrophile strategy enables the synthesis of various axially chiral allylic alcohols bearing a tetrasubstituted olefinic unit in complete regio- and E selectivity, as well as high enantiocontrol. Relying on the hydroxyl group as the functional handle, such structural motifs are successfully derivatized into diverse functional-group-rich axially chiral alkenes.