Journal
ORGANIC LETTERS
Volume 5, Issue 9, Pages 1503-1506Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol034282u
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[GRAPHICS] Secondary phosphine oxides were prepared from (RPCl2)-P-1 and (RMgBr)-Mg-2, followed by hydrolysis. They were obtained in an enantiopure form by preparative chiral HPLC. These new monodentate ligands were tested in the iridium-catalyzed hydrogenation of imines at 25 bar. Enantioselectivities up to 76% were obtained at L/Ir = 2. Addition of pyridine (Pyr/Ir = 1:2) raised the ee to 83%. Using pyridine as an additive allowed reduction of the L/Ir ratio to 1 without reduction of ee.
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