Catalytic Enantioselective Intermolecular Three-Component Sulfenylative Difunctionalizations of 1,3-Dienes

This work demonstrates regio- and enantioselective intermolecular three-component oxysulfenylations of 1,3-dienes with alcohols, phenols, acids, and water as O-nucleophiles. These reactions were enabled by the cooperative catalysis of chiral sulfide and phosphoric acid. Various useful sulfur-containing allylic ethers, allylic esters, and allylic alcohols were readily obtained in moderate to excellent yields with high to excellent enantioselectivities and excellent regioselectivities. This protocol provides high chemo-, regio-, and enantioselectivities together with a broad scope and good functional group compatibility.