Synthesis of 1Z,4E,6E-Triene Derivatives by Chemo- and Regioselective Iridium-Catalyzed Dienylation of ortho-Aminostyrenes with Dienyl Carbonates

A chemo- and regioselective iridium-catalyzed dienylation of ortho-aminostyrene derivatives with dienyl carbonates was realized. With a catalyst generated from [Ir(cod)Cl](2) (2 mol%) and a racemic phosphoramidite ligand (4 mol%), 1Z,4E,6E-trienes were obtained in moderate to good yields with exclusive formation of a cis double bond.