PHOX-Based Phosphite-Oxazoline Ligands for the Enantioselective Ir-Catalyzed Hydrogenation of Cyclic b-Enamides

Identifier:  imarina:3669135

Handle: https://hdl.handle.net/20.500.11797/imarina3669135

Authors:  Magre, Marc; Pamies, Oscar; Dieguez, Montserrat

Abstract:
Simple Ir-PHOX-based phosphite-oxazoline catalysts have been successfully applied in the asymmetric hydrogenation of cyclic ¿-enamides providing better enantioselectivities than previous effective Ru and Rh catalysts. This protocol allows the synthesis of 2-aminotetralines and 3-aminochromanes, key structural units found in many therapeutic agents and biologically active natural products, in high chemical yields and enantioselectivities (ee's up to 99%). High enantioselectivities have also been achieved in the hydrogenation of cyclic β-enamides.