Abstract: Objects of the present invention are to provide an industrially applicable method for producing an optically active ?-amino acid in high yield and in a highly enantioselective manner, to provide a simple production method of an optically active ?,?-disubstituted ?-amino acid, and to provide an intermediate useful for the above production methods of an optically active ?-amino acid and an optically active ?,?-disubstituted ?-amino acid. The present invention provides a production method of an optically active ?-amino acid or a salt thereof, the production method comprising introducing a substituent into the ? carbon in the ?-amino acid moiety of a metal complex represented by the following Formula (1): by an alkylation reaction, an aldol reaction, the Michael reaction, or the Mannich reaction, and releasing an optically pure ?-amino acid enantiomer or a salt thereof by acid decomposition of the metal complex.

Abstract: An object of the present invention is to provide a method for producing an optically active amino acid in high yield and in a highly enantioselective manner, which method has fewer restrictions on the material that can be used as the substrate, and to provide, among others, a compound useful as a chiral auxiliary for the method.

Abstract: Objects of the present invention are to provide an industrially applicable method for producing an optically active ?-amino acid in high yield and in a highly enantioselective manner, to provide a simple production method of an optically active ?,?-disubstituted ?-amino acid, and to provide an intermediate useful for the above production methods of an optically active ?-amino acid and an optically active ?,?-disubstituted ?-amino acid. The present invention provides a production method of an optically active ?-amino acid or a salt thereof, the production method comprising introducing a substituent into the ? carbon in the ?-amino acid moiety of a metal complex represented by the following Formula (1): by an alkylation reaction, an aldol reaction, the Michael reaction, or the Mannich reaction, and releasing an optically pure ?-amino acid enantiomer or a salt thereof by acid decomposition of the metal complex.

Abstract: An object of the present invention is to provide a method for producing an optically active amino acid in high yield and in a highly enantioselective manner, which method has fewer restrictions on the material that can be used as the substrate, and to provide, among others, a compound useful as a chiral auxiliary for the method.

Abstract: The present invention relates to a production method of a compound represented by the formula (3), which includes reacting a compound represented by the formula (2) with a diphenylmethyl halide compound represented by the formula (1) in the presence of alkali metal alkoxide. According to the method of the present invention, compound (3) can be produced at a high purity and in a high yield. wherein each symbol is as defined in the specification, *1 and *2 each show an asymmetric carbon atom, and the configuration of the asymmetric carbon atom of *1 and *2 is (S,S) or (R,R).

Abstract: The present invention relates to a production method of optically active 2-[(N-benzylprolyl)amino]-5-chlorobenzophenone (3) or a salt thereof, which includes reacting optically active N-benzylproline (1) with 2-amino-5-chlorobenzophenone (2) in acetonitrile and in the presence of an amide compound and thionyl chloride. According to the method of the present invention, optically active 2-[(N-benzylprolyl)amino]-5-chlorobenzophenone (3) or a salt thereof can be conveniently produced at a high purity and in a high yield: wherein * shows an asymmetric carbon atom and the configuration of the asymmetric carbon atom is S or R.

Abstract: The present invention, which is aimed at providing a novel reaction for converting a fluorine-containing carbonyl compound to an asymmetric fluorine-containing primary amine, relates to a method in which a Schiff base obtained by the condensation of a fluorine-containing carbonyl compound and an asymmetric amine ((S)- or (R)-1-phenylethylamine) is treated in the presence of an appropriate organic base to hydrolyze a tautomeric imine obtained by asymmetrically performing an enzyme-like transamination reaction, yielding an asymmetric fluorine-containing amine.