Daicel Chemical Industries, Ltd.

Li Rui Pan

Kiyoshi Ikura

Hiroki Tanaka

Kazuyuki Matsuoka

Tomohide Ina

A process produces an optically active amine or its salt and includes the steps of reacting a ketone of Formula (1a): wherein Ris typically an unsubstituted or substituted hydrocarbon group; and Ris typically a hydrocarbon group having at least one oxo group and optionally having other substituent, with an optically active amine of Formula (2): wherein Ris an unsubstituted or substituted aryl group; Ris an unsubstituted or substituted lower alkyl group; and Cis an asymmetric carbon atom, in the presence of an organic acid to thereby yield a corresponding optically active imine, hydrogenating the imine in the presence of a catalyst to yield a corresponding amine, subjecting the amine or its salt to hydrogenolysis in the presence of a catalyst, and reducing the hydrogenolyzed product with a reducing agent.

Process for the preparation of optically active amines or salts thereof

A process produces an optically active amine or its salt and includes the steps of reacting a ketone of Formula (1a)wherein Ris typically an unsubstituted or substituted hydrocarbon group; and Ris typically a hydrocarbon group having at least one oxo group and optionally having other substituent, with an optically active amine of Formula (2):wherein Ris an unsubstituted or substituted aryl group; Ris an unsubstituted or substituted lower alkyl group; and Cis an asymmetric carbon atom, in the presence of an organic acid to thereby yield a corresponding optically active imine, hydrogenating the imine in the presence of a catalyst to yield a corresponding amine, subjecting the amine or its salt to hydrogenolysis in the presence of a catalyst, and reducing the hydrogenolyzed product with a reducing agent.

N-substituted-aminomethyl cyclopropyl ketone derivatives or salts thereof and production process therefor

Process for producing 1-acyl-1-cyclopropanecarboxylate derivatives

3-acetyl-N-substituted-3-aminomethyltetrahydrofuran-2-one derivative and production process therefor

A carbonylation catalytic system comprises (A) a combination of (A1) a Group VIII metal source of Periodic Table of the Elements (e.g., palladium, palladium chloride) supported on a carrier, (A2) a ligand such as triphenylphosphine and (A3) an acid such as an alkylsulfonic acid, or (B) a combination of (B1) the Group VIII metal source except for palladium (e.g., a platinum compound), (B2) a ligand such as triphenylphosphine and (B3) an electron donative compound having an electron donability .DELTA..nu.D of not less than 2 (for instance, an amine such as a heterocyclic tertiary amine). The catalytic system (B) may further comprise (B4) an acid such as methanesulfonic acid. In the presence of the catalytic system (A) or (B), an acetylenic or olefinic unsaturated compound is allowed to react with carbon monoxide and a nucleophilic compound having an active hydrogen such as water, an alcohol and a carboxylic acid in a liquid phase to give an unsaturated or saturated carboxylic acid or an ester thereof with high transformation rate and selectivity.

Catalytic systems and methods for carbonylation

A carbonylation catalytic system comprises (A) a combination of (A1) a Group VIII metal source of Periodic Table of the Elements (e.g., palladium, palladium chloride) supported on a carrier, (A2) a ligand such as triphenylphosphine and (A3) an acid such as an alkyl-sulfonic acid, or (B) a combination of (B1) the Group VIII metal source except for palladium (e.g., a platinum compound), (B2) a ligand such as triphenylphosphine and (B3) an electron donative compound having an electron donability .DELTA..nu.D of not less than 2 (for instance, an amine such as a heterocyclic tertiary amine). The catalytic system (B) may further comprise (B4) an acid such as methanesulfonic acid. In the presence of the catalytic system (A) or (B), an acetylenic or olefinic unsaturated compound is allowed to react with carbon monoxide and a nucleophilic compound having an active hydrogen such as water, an alcohol and a carboxylic acid in a liquid phase to give an unsaturated or saturated carboxylic acid or an ester thereof with high transformation rate and selectivity.

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Arai, Japan

Li Rui Pan