Highly enantioselective iridium-Catalyzed hydrogenation of 2-Benzylquinolines and 2-Functionalized and 2,3-disubstituted quinolines

Article abstract of DOI:10.1021/jo900073z

The enantioselective hydrogenation of 2-benzylquinolines and 2-functionalized and 2,3-disubstituted quinohnes was developed by using the [Ir(COD)Cl]₂/bisphosphine/I₂ system with up to 96% ee. Moreover, mechanistic studies revealed the hydrogenation mechanism of quinoline involves a 1,4-hydride addition, isomerization, and 1,2-hydride addition, and the catalytic active species may be a Ir(III) complex with chloride and iodide.