| 摘要 |
A process is provided for efficiently producing an optically active 3-quinuclidinol derivative of high optical purity using a readily available ruthenium compound as an asymmetric reduction catalyst. This process is a process for producing an optically active 3-quinuclidinol derivative represented by the following formula (III) comprising asymmetrically hydrogenating a 3-quinuclidinone derivative represented by the following formula (I) in the presence of a ruthenium compound (II) represented by formula (II): Ru(X)(Y)(Px)n[R1R2C*(NR3R4)-A-R5R6C*(NR7R8)] (in the formulas, R represents a hydrogen atom or C7 to C18 aralkyl group and the like, X and Y represent hydrogen atoms or halogen atoms and the like, Px represents a phosphine ligand, n represents 1 or 2, R1 to R8 represent hydrogen atoms or C1 to C20 alkyl groups and the like, * represents an optically active carbon atom and A represents an ethylene group and the like).; |
| 主权项 |
1. A process for producing an optically active 3-quinuclidinol derivative represented by formula (III-1):wherein, R represents a hydrogen atom or an unsubstituted or substituted C7 to C18 aralkyl group, and * represents an optically active carbon atom, and ** represents an optically active carbon atom in the case R is other than a hydrogen atom, comprising: asymmetrically hydrogenating a 3-quinuclidinone derivative represented by formula (I-1):wherein, R is the same as previously defined in the presence of a ruthenium compound represented by the formula (II-2):
Ru(X)(Y)(Px)n[R1H(NH2)C*-A-C*R1H(NH2)] (II-2)wherein,
X and Y represent a hydrogen atom or a chlorine atom; Px represents a phosphine ligand selected from the group consisting of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl, 2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl and 2,2′-bis[bis(3,5-dimethylphenyl)phosphine]-1,1′-binaphthyl; n represents 1; R1 represents an unsubstituted or substituted C1 alkyl group or an unsubstituted or substituted C6 aryl group; * is the same as previously defined; and, A represents an unsubstituted or substituted C1 to C3 alkanediyl group or an unsubstituted or substituted divalent heterocyclic group.
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