Abstract
Optically active bis(oxazolinyl)pyridine (Pybox) was developed as a chiral nitrogen ligand for asymmetric hydrosilylation of ketones. Pybox reacted with RhCl3 in ethanol solution to produce a stable RhCl3 (Pybox) complex, which exhibited powerful catalytic activity for the hydrosilylation of ketones with diphenylsilane in the presence of silver tetrafluoroborate. Acetophenone was reduced to 1-phenylethanol in 91% yield and in 94% ee (S). Other simple ketones were reduced to optically active secondary, alcohols in ca. 90% ee on the average. Substituents on the oxazoline rings and on the pyridine ring were also examined to verify the yield and the enantioselectivity due to their steric and electronic effects.
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