Chiral Monodentate Phosphine Ligand for Palladium-Catalyzed Enantioselective Cascade Arylvinylation of Alkenes with N-Tosylhydrazones.

Our developed C2-symmetric SPINOL-derived phosphine (NUSIOC-Phos) was first applied in transition metal catalysis as one novel chiral monodentate ligand, enabling the palladium-catalyzed enantioselective arylvinylation of N-allyl-o-iodobenzamides with N-tosylhydrazones. This protocol employed readily accessible starting materials and exhibited broad substrate scope, affording chiral 3,4-dihydroisoquinolinones bearing all-carbon quaternary stereogenic centers in good yields with excellent enantioselectivities. Notably, the synthetic utility of this approach was demonstrated through late-stage functionalization of natural products, as well as versatile transformations of the formed C = C double bond.