Abstract: An optically-active bis(alkynylphosphino)ethane-borane derivative represented by formula (1): wherein R1 and R2, which may be the same or different, each represent an alkyl group, a phenyl group, an alkylsilyl group or a hydrogen atom; R3 represents a branched alkyl group, an alicyclic hydrocarbon group or an aromatic hydrocarbon group; and the asterisk * indicates an optically-active site. The derivative (1) is prepared by bromination of, e.g., an (S)-t-butylmethylphosphine-borane, reaction with an alkynyl lithium, deprotonation, followed by oxidative coupling. Deprotection of the derivative (1) by deboranation gives an optically-active bis(alkynylphosphino)ethane derivative useful as a ligand providing an asymmetric catalyst for catalytic asymmetric synthesis. The asymmetric catalyst having the ligand exhibits high selectivity and catalyst activity.

Abstract: The present invention aims to provide a bis(phosphine) boronium salt to be used as a building block or the like for producing a diphosphine compound effective mainly for various kinds of transition metal-catalyzed reactions and further to provide a preferable production method of the bis(phosphine) boronium salt and a bis(phosphine) boronium salt to be produced by the production method. The present invention provides a bis(phosphine) boronium salt having the structure defined by the following formula (1).

Abstract: Disclosed is a process of preparing an optically active allyl compound comprising asymmetrically coupling an allyl compound with an organic nucleophilic compound in the presence of a catalyst. The catalyst is preferably a transition metal complex compound having a phosphine ligand. The phosphine ligand is preferably a 2,3-bis(dialkylphosphino)pyrazine derivative. The pyrazine derivative is preferably a quinoxaline derivative. The transition metal is preferably palladium.

Abstract: Disclosed is a process of preparing an optically active ?-hydroxycarboxylic acid derivative comprising asymmetrically hydrogenating a ?-keto compound in the presence of a catalyst comprising a transition metal complex compound having a 2,3-bis(dialkylphosphino)pyrazine derivative as a ligand. The pyrazine derivative is preferably a quinoxaline derivative, and the transition metal is preferably ruthenium. Preferred examples of the quinoxaline derivative are (S,S)-2,3-bis(tert-butylmethylphosphino)quinoxaline, (R,R)-bis(tert-butylmethylphosphino)quinoxaline, (S,S)-bis(tert-adamantylmethylphosphino)quinoxaline, and (R,R)-bis(adamantylmethylphosphino)quinoxaline.

Abstract: An optically-active bis(alkynylphosphino)ethane-borane derivative represented by formula (1): wherein R1 and R2, which may be the same or different, each represent an alkyl group, a phenyl group, an alkylsilyl group or a hydrogen atom; R3 represents a branched alkyl group, an alicyclic hydrocarbon group or an aromatic hydrocarbon group; and the asterisk * indicates an optically-active site. The derivative (1) is prepared by bromination of, e.g., an (S)-t-butylmethylphosphine-borane, reaction with an alkynyl lithium, deprotonation, followed by oxidative coupling. Deprotection of the derivative (1) by deboranation gives an optically-active bis(alkynylphosphino)ethane derivative useful as a ligand providing an asymmetric catalyst for catalytic asymmetric synthesis. The asymmetric catalyst having the ligand exhibits high selectivity and catalyst activity.

Abstract: The present invention provides a process for producing an optically active phosphorus heterocyclic dimer including reacting, in the presence of a base, primary phosphine represented by formula (1) R—PH2 ??(1) is reacted with a compound represented by formula (2) Y—CnH2n—Y ??(2) in the presence of a base; the product is reacted with boron trihydride, oxygen, or sulfur to obtain a phosphorus heterocyclic compound represented by formula (3): the resultant compound is dimerized to produce a phosphorus heterocyclic dimer represented by formula (4): and then oxygen, sulfur, or borane is removed from the resultant phosphorus heterocyclic dimer to obtain an optically active phosphorus heterocyclic dimer represented by formula (5):

Abstract: An optically active 2,3-bis(dialkylphosphino)pyrazine derivative represented by formula (1) is disclosed. The pyrazine derivative is preferably a quinoxaline derivative represented by formula (2). In formula (1) and (2), R1 is preferably a t-butyl or adamantyl group, and R2 is preferably a methyl group. wherein R1 is a substituted or unsubstituted, straight chain or branched alkyl group having 2 to 10 carbon atoms; R2 is a substituted or unsubstituted, straight chain or branched alkyl group having fewer carbon atoms than R1; and R3 and R4, which may be the same or different, are each a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, or R3 and R4 are taken together to form a saturated or unsaturated ring. wherein R1 and R2 are as defined above; and R5 is a monovalent substituent.

Abstract: Primary phosphine represented by formula (1): [Chem. 1] R—PH2??(1) (wherein R represents a linear, branched, or cyclic alkyl group having 2 to 20 carbon atoms) is reacted with a compound represented by formula (2): [Chem.

Abstract: The present invention provides a novel optically active phosphorus-chiral diphosphetane compound useful as a ligand of a transition metal catalyst which is used for catalytic asymmetric synthesis such as asymmetric hydrogenation reaction and the like, the ligand capable of creating a stable asymmetric space when coordinating to a central metal, an intermediate of the compound, and a transition metal complex catalyst having the compound as a ligand. The optically active diphosphetane compound of the present invention has a structure represented by formula (1): (wherein R represents a linear, branched, or cyclic alkyl group having 2 to 20 carbon atoms).

Abstract: An optically active 1,2-bis(dialkylphosphino) benzene derivative represented by the general formula (1) which is suitable as a ligand for a transition metal catalyst in asymmetrical hydrogenation is provided. Also provided is a process for producing such a benzene derivative, and a rhodium metal complex having such a benzene derivative as a ligand which is useful as an asymmetric catalyst for use in asymmetrical hydrogenation. (where R1 denotes a straight or branched alkyl group having 2-6 carbon atoms, and each of the asterisks denotes an asymmetric phosphorus atom).