Process for producing optically active alcohol

Details Process for producing optically active alcohol Process for producing optically active alcohol

C - Chemistry, Metallurgy

07

C

C07C 69/675 (2006.01) C07C 67/31 (2006.01) C07C 69/732 (2006.01)

Patent

CA 2353375

A novel process in which an optically active alcohol compound having a desired absolute configuration and a high optical purity can be obtained by asymmetrically hydrogenating a .beta.-keto acid compound through a simple operation. An optically active alcohol represented by the following general formula (III) : (see formula III) (wherein R1 represents a C1-C15 alkyl group which may have one or more substituents (selected from halogen atoms, a hydroxyl group, an amino group, amino groups protected by a protective group, amino groups protected by a mineral acid or organic acid, amino groups substituted with one or more C1-C4 lower alkyl groups, a benzyloxy group, C1-C4 lower alkoxy groups, C1-C4 lower alkoxycarbonyl groups, and aryl groups) or an aryl group; and R2 represents a C1-C8 lower alkyl group, or a benzyl group which may have one or more substituents) is obtained by asymmetrically hydrogenating a .beta.-keto ester compound represented by the following general formula (I) : (see formula I) (wherein R1 and R2 are the same as defined above) 29 in the presence of at least one ruthenium complex having as a ligand an optically active tertiary diphosphine compound represented by the following general formula (II): (see formula II) (wherein R3 and R4 each independently represent a cycloalkyl group, an unsubstituted or substituted phenyl group, or a five-membered heteroaromatic ring residue).

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