Takasago International Corporation

Xiaoyong Zhang

Noboru Sayo

Kazuhiko Matsumura

Hidenori Kumobayashi

Takao Saito

Tohru Yokozawa

Tetsuro Yamasaki

Hidemasa Takaya

Akifumi Yoshida

Tatsuya Ohmoto

Tatsuya Omoto

Disclosed is a producing method of an optically active &#x3b2;-amino acid useful as intermediate for the production of medicines, agricultural. chemicals and physiologically active substances, by means of a catalytic and asymmetric synthesis method of high performance and a high enantiomeric excess, without requiring additional procedures such as introduction and removal of protecting group and so on. The method includes subjecting an enamine to an asymmetric hydrogenation.

Method for producing an optically active &#x3b2;-amino acid

To provide a producing method of an optically active &#x3b2;-amino acid useful as intermediate for the production of medicines, agricultural chemicals and physiologically active substances, by means of a catalytic and asymmetric synthesis method of high performance and a high enantiomeric excess, without requiring additional procedures such as introduction and removal of protecting group and so on. A producing method of an optically active &#x3b2;-amino acids which comprises subjecting an enamine to an asymmetric hydrogenation.

A novel chiral unsymmetric diphosphine compound of formula (I): ##STR1## wherein Ar.sup.1 and Ar.sup.2, which are different from each other, each represent a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a pyridyl group, a quinolyl group, an isoquinolyl group, a furfuryl group, a benzofurfuryl group, a thienyl group, or a benzothienyl group, and a transition metal complex containing the diphosphine compound as a ligand. The complex catalyzes various asymmetric synthesis reactions, e.g., asymmetric hydrogenation or asymmetric hydrosilylation, exhibiting excellent performance in selectivity, conversion and catalytic activity, to provide a product of desired absolute configuration at high optical purity and in high yield.

Chiral unsymmetric diphosphine compound and transition metal complex

The present invention provides a method for producing novel optically active diphosphine compounds �2,2'-bis(di-substituted phosphino)-1,1'-binaphthyl compounds! having a selectivity (chemoselectivity or enantioselectivity) and catalytic activity different from those of conventional BINAP compounds. In a method of the present invention for producing an optically active diphosphine compound (i.e., 2,2-bis(di-substituted phosphino)-1,1'-binaphthyl), 2,2'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthyl is reacted, in the presence of a transition metal-phosphine complex, with a phosphineoxide compound represented by the following general formula:

Method for producing optically active diphosphine compounds

A process for the production of an optically active carboxylic acid (I), which comprises subjecting an olefinic carboxylic acid (II) to asymmetric hydrogenation using a complex as a catalyst consisting of an optically active phosphine (III) and a ruthenium compound. Complex of ##STR1## with a ruthenium compound ##STR2## According to the process of the present invention, optically active carboxylic acids can be produced with high yield.

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Kanagawa, Japan

Xiaoyong Zhang