Process for producing optically active secondary alcohol

A method for producing optically active secondary alcohols, the method comprising:

• reacting a substrate carbonyl compound, provided that 3-quinuclidinone, 3-quinuclidinone derivative having a substituent, and a ketone having an aromatic hydrocarbon group and a heterocycle are excluded, with hydrogen and/or a hydrogen donating compound in the presence of one or more complexes selected from the compounds expressed by following general formula (4):
• RuXYA (4);
• where,
• X and Y are the same or different from each other and denote a hydrogen or an anionic group,
• A denotes an optically active diphosphine expressed by following general formula (2):
• where
• R1 and R2 are the same or different from each other and denotes a C1-20 chained or cyclic hydrocarbon group which may have a substituent;
• R3 and R4 are the same or different from each other and denote a hydrogen atom or a C1-3 hydrocarbon group;
• R5, R6, R7 and R8 are the same or different from each other and denote a hydrocarbon group which may have a substituent;
• * expresses an asymmetric carbon atom;
• and,
• one or more amine compound selected from the compounds expressed by following general formula (3):
• where
• each D is independently selected as a carbon atom or nitrogen atom;
• R9, R10 and R11 are the same or different from each other, denote a hydrogen atom or a C1-20 chained or cyclic hydrocarbon group which may have a substituent, and/or, R10 and R11 are connected to each other to form a saturated or unsaturated hydrocarbon ring or heterocycle which may have a substituent;
• each R12 is the same or different from each other and denotes a C1-20 chained or cyclic hydrocarbon group which may have a substituent, and/or, the adjacent R12 are connected to each other to form a saturated or unsaturated hydrocarbon ring or heterocycle which may have a substituent;
• R12 may at least partly be bound to ruthenium as an anionic group X;
• and,
• n is an integer ranging from 0 to (4-(the number of D that are nitrogen atoms)), provided that n is an integer ranging from 2 to 4 when the number of D that are nitrogen atoms is 0.