Abstract

A homochiral chiral 6,6′-bis(oxazolinyl)-2,2′-bipyridine ligand, bipymox ( 1), and its rhodium complex were synthesized to examine the enantioselectivity in the asymmetric hydrosilylation of ketones in comparison to other chiral oxazoline ligands such as bis-(oxazolinyl)pyridine, pybox( 2), and mono(oxazolinyl)pyridine, pymox( 3). The bipymox-rhodium catalyst gave the ( S)-absolute configuration of the product 1-phenylethanol (90 %ee) in the reduction of acetophenone with diphenylsilane the same as the pybox-rhodium system but opposite to the pymox-rhodium system. The reduction of 4-tert-butylcyclohexanone was also described.

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