Asymmetric Palladium-Catalyzed Directed Intermolecular Fluoroarylation of Styrenes

A mild catalytic asymmetric direct fluoro-arylation of styrenes has been developed. The palladium-catalyzed three-component coupling of Selectfluor, a styrene and a boronic acid, provides chiral monofluorinated compounds in good yield and in high enantiomeric excess. A mechanism proceeding through a Pd­(IV)-fluoride intermediate is proposed for the transformation and synthesis of an sp3 C–F bond.