Title:
METHOD FOR PRODUCING OPTICALLY ACTIVE COMPOUND, AND NOVEL METAL-DIAMINE COMPLEX
Document Type and Number:
WIPO Patent Application WO/2015/122502
Kind Code:
A1
Abstract:
The present invention pertains to a method for producing an optically active compound which includes a step for reducing an imino group of an imine compound or a step for reducing an unsaturated bond of a heterocyclic compound, while in the presence of hydrogen gas as a hydrogen donor and one or more types of complexes selected from a group consisting of a complex represented by general formula (1), a complex represented by general formula (2), a complex represented by general formula (3), and a complex represented by general formula (4) (the general formulas (1)-(4) are as stipulated by claim 1).
Inventors:
TOUGE TAICHIRO (JP)
NARA HIDEKI (JP)
NARA HIDEKI (JP)
Application Number:
PCT/JP2015/054017
Publication Date:
August 20, 2015
Filing Date:
February 13, 2015
Export Citation:
Assignee:
TAKASAGO PERFUMERY CO LTD (JP)
International Classes:
C07C213/02; C07B53/00; C07C217/84; C07D209/08; C07D215/06; C07D241/42; C07D265/36; C07F15/00; C07B61/00
Domestic Patent References:
| WO2002010101A1 | 2002-02-07 | |||
| WO2006137195A1 | 2006-12-28 |
Foreign References:
| JP2001104795A | 2001-04-17 | |||
| JP2010285443A | 2010-12-24 | |||
| JP2010248091A | 2010-11-04 | |||
| JP2009023941A | 2009-02-05 |
Other References:
WEIJUN TANG ET AL.: "Cooperative Catalysis: Combining an Achiral Metal Catalyst with a Chiral Bronsted Acid Enables Highly Enantioselective Hydrogenation of Imines, Chemistry", A EUROPEAN JOURNAL, vol. 19, no. 42, 2013, pages 14187 - 14193, XP055219548, ISSN: 0947-6539
ZACHARIAH M. HEIDEN ET AL.: "Proton-Assisted Activation of Dihydrogen: Mechanistic Aspects of Proton-Catalyzed Addition of H2 to Ru and Ir Amido Complexes", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 131, no. 10, 2009, pages 3593 - 3600, XP055219550, ISSN: 0002-7863
TAKASHI KOIKE ET AL.: "Synthesis and properties of alkylruthenium complexes bearing primary and secondary amine ligands", JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol. 692, no. 1-3, 2007, pages 408 - 419, XP005814165, ISSN: 0022-328x
TAKASHI KOIKE ET AL.: "Mechanistic aspects of formation of chiral ruthenium hydride complexes from 16-electron ruthenium amide complexes and formic acid: Facile reversible decarboxylation and carboxylation", ADVANCED SYNTHESIS & CATALYSIS, vol. 346, no. 1, 2004, pages 37 - 41, XP055219552, ISSN: 1615-4150
JOSE E. D. MARTINS ET AL.: "Applications of N'- alkylated derivatives of TsDPEN in the asymmetric transfer hydrogenation of C=O and C=N bonds", TETRAHEDRON : ASYMMETRY, vol. 21, no. 18, 2010, pages 2258 - 2264, XP027307544, ISSN: 0957-4166
JOSE E. D. MARTINS ET AL.: "Ru(II) Complexes of N-Alkylated TsDPEN Ligands in Asymmetric Transfer Hydrogenation of Ketones and Imines", ORGANIC LETTERS, vol. 11, 2009, pages 8 47 - 850, XP055171318
See also references of EP 3106453A4
ZACHARIAH M. HEIDEN ET AL.: "Proton-Assisted Activation of Dihydrogen: Mechanistic Aspects of Proton-Catalyzed Addition of H2 to Ru and Ir Amido Complexes", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 131, no. 10, 2009, pages 3593 - 3600, XP055219550, ISSN: 0002-7863
TAKASHI KOIKE ET AL.: "Synthesis and properties of alkylruthenium complexes bearing primary and secondary amine ligands", JOURNAL OF ORGANOMETALLIC CHEMISTRY, vol. 692, no. 1-3, 2007, pages 408 - 419, XP005814165, ISSN: 0022-328x
TAKASHI KOIKE ET AL.: "Mechanistic aspects of formation of chiral ruthenium hydride complexes from 16-electron ruthenium amide complexes and formic acid: Facile reversible decarboxylation and carboxylation", ADVANCED SYNTHESIS & CATALYSIS, vol. 346, no. 1, 2004, pages 37 - 41, XP055219552, ISSN: 1615-4150
JOSE E. D. MARTINS ET AL.: "Applications of N'- alkylated derivatives of TsDPEN in the asymmetric transfer hydrogenation of C=O and C=N bonds", TETRAHEDRON : ASYMMETRY, vol. 21, no. 18, 2010, pages 2258 - 2264, XP027307544, ISSN: 0957-4166
JOSE E. D. MARTINS ET AL.: "Ru(II) Complexes of N-Alkylated TsDPEN Ligands in Asymmetric Transfer Hydrogenation of Ketones and Imines", ORGANIC LETTERS, vol. 11, 2009, pages 8 47 - 850, XP055171318
See also references of EP 3106453A4
Attorney, Agent or Firm:
TSUJII Koichi et al. (JP)
辻居 Koichi (JP)
辻居 Koichi (JP)
Download PDF:
Previous Patent: CONNECTOR
Next Patent: REFLECTIVE SHEET FOR CONCENTRATING SOLAR CELL DEVICE OR FOR SOLAR THERMAL POWER GENERATION DEVICE AN...
Next Patent: REFLECTIVE SHEET FOR CONCENTRATING SOLAR CELL DEVICE OR FOR SOLAR THERMAL POWER GENERATION DEVICE AN...