Title:
BISPHOSPHATE COMPOUND AND ASYMMETRIC REACTION USING SAME
Document Type and Number:
WIPO Patent Application WO/2011/111677
Kind Code:
A1
Abstract:
Disclosed is a novel bisphosphate compound that can be used with a wide range of reaction substrates and reactions as a catalyst for asymmetric reactions and can achieve an asymmetric reaction with a high yield and high asymmetric yield. The bisphosphate compound has a tetraaryl skeleton given by general formula (1). An optically active amide aldehyde is obtained in the asymmetric reaction by reacting an amide diene and an unsaturated aldehyde compound in the presence of this optically active bisphosphate compound. Asymmetric Diels-Alder and other reactions that were difficult with conventional monophosphate compounds can be made to progress efficiently; therefore, optically active amide aldehydes, optically active β-amino derivatives, optically active diamine compounds, optically active pyrrolidine derivatives and optically active dihydropyran derivatives useful as medicines, agricultural chemicals and chemical products as well as intermediates for the same can be produced by a method that can be implemented industrially.
Inventors:
TERADA MASAHIRO (JP)
MOMIYAMA NORIE (JP)
KONNO TOHRU (JP)
MOMIYAMA NORIE (JP)
KONNO TOHRU (JP)
Application Number:
PCT/JP2011/055296
Publication Date:
September 15, 2011
Filing Date:
March 08, 2011
Export Citation:
Assignee:
UNIV TOHOKU NAT UNIV CORP (JP)
API CORP (JP)
TERADA MASAHIRO (JP)
MOMIYAMA NORIE (JP)
KONNO TOHRU (JP)
API CORP (JP)
TERADA MASAHIRO (JP)
MOMIYAMA NORIE (JP)
KONNO TOHRU (JP)
International Classes:
C07F9/6574; C07C269/06; C07C271/18; C07C271/24; C07D307/54; C07B53/00; C07B61/00
Domestic Patent References:
| WO2005070875A1 | 2005-08-04 |
Foreign References:
| JP2004149414A | 2004-05-27 | |||
| JP2001328995A | 2001-11-27 | |||
| JP2010051973A | 2010-03-11 |
Other References:
WEI-SHENG HUANG ET AL.: "From Highly Enantioselective Monomeric Catalysts to Highly Enantioselective Polymeric Catalysts: Application of Rigid and Sterically Regular Chiral Binaphthyl Polymers to the Asymmetric Synthesis of Chiral Secondary Alcohols", JOURNAL OF ORGANIC CHEMISTRY, vol. 64, no. 21, 1999, pages 7940 - 7956, XP055093350
G. A. KONREEVA ET AL.: "Carbomethoxylation of propylene to methyl isobutyrate in the presence of palladium catalysts", NEFTEKHIMIYA, vol. 38, no. 4, 1998, pages 282 - 288, XP009174171
See also references of EP 2546257A4
M. TERADA, BULL. CHEM. SOC. JPN., vol. 83, 2010, pages 101 - 119
X. -H. CHEN; W. -Q. ZHANG; L. -Z. GONG, J. AM. CHEM. SOC., vol. 130, 2008, pages 5652
J. YU; X. -H. CHEN; J. SONG.; W. -J. CHEN; L. -Z. GONG, ORG. LETT., vol. 11, 2009, pages 4946
"PROTECTIVE GROUPS IN ORGANIC SYNTHESIS", 1999, JOHN WILEY & SONS, INC.
J. AM. CHEM. SOC., vol. 120, no. 28, 1998, pages 6920 - 6930
ORG. SYNTH. COLL., vol. 6, 1988, pages 95
J. AM. CHEM. SOC., vol. 124, 2002, pages 12964 - 12965
BULL. CHEM. SOC. CHIM. FR., vol. 5, 1965, pages 1454 - 1457
G. A. KONREEVA ET AL.: "Carbomethoxylation of propylene to methyl isobutyrate in the presence of palladium catalysts", NEFTEKHIMIYA, vol. 38, no. 4, 1998, pages 282 - 288, XP009174171
See also references of EP 2546257A4
M. TERADA, BULL. CHEM. SOC. JPN., vol. 83, 2010, pages 101 - 119
X. -H. CHEN; W. -Q. ZHANG; L. -Z. GONG, J. AM. CHEM. SOC., vol. 130, 2008, pages 5652
J. YU; X. -H. CHEN; J. SONG.; W. -J. CHEN; L. -Z. GONG, ORG. LETT., vol. 11, 2009, pages 4946
"PROTECTIVE GROUPS IN ORGANIC SYNTHESIS", 1999, JOHN WILEY & SONS, INC.
J. AM. CHEM. SOC., vol. 120, no. 28, 1998, pages 6920 - 6930
ORG. SYNTH. COLL., vol. 6, 1988, pages 95
J. AM. CHEM. SOC., vol. 124, 2002, pages 12964 - 12965
BULL. CHEM. SOC. CHIM. FR., vol. 5, 1965, pages 1454 - 1457
Attorney, Agent or Firm:
SHIGENO, Tsuyoshi (JP)
Takeshi Shigeno (JP)
Takeshi Shigeno (JP)
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