Title:
PROCESS FOR PRODUCING OPTICALLY ACTIVE β-AMINO ALDEHYDE COMPOUND
Document Type and Number:
WIPO Patent Application WO/2012/053565
Kind Code:
A1
Abstract:
Provided is a novel process for producing an optically active β-amino aldehyde compound from an imine compound. The present invention provides a process for producing an optically active β-amino aldehyde compound (3), which comprises a step of reacting an imine compound (1-1) or a sulfone compound (1-2) with an aldehyde compound (2) in the presence of an optically active pyrrolidine compound. (In the formula, each symbol is as defined in the description.)
Inventors:
HAYASHI YUJIRO (JP)
Application Number:
PCT/JP2011/074073
Publication Date:
April 26, 2012
Filing Date:
October 19, 2011
Export Citation:
Assignee:
UNIV TOKYO SCI EDUC FOUND (JP)
SUMITOMO CHEMICAL CO (JP)
HAYASHI YUJIRO (JP)
SUMITOMO CHEMICAL CO (JP)
HAYASHI YUJIRO (JP)
International Classes:
C07C303/40; C07C311/16; C07B53/00; C07B61/00
Foreign References:
| JPH04154737A | 1992-05-27 | |||
| JP2010047490A | 2010-03-04 | |||
| JP2007182419A | 2007-07-19 |
Other References:
HAYASHI Y. ET AL.: "Direct organocatalytic mannich reaction of acetaldehyde: An improved catalyst and mechanistic insight from a computational study", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, vol. 47, 2008, pages 9053 - 9058, XP003026978
YANG J.W. ET AL.: "Proline-Catalyzed Mannich Reaction of Aldehydes with N-Boc-Imines", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, vol. 46, 2007, pages 609 - 611, XP002467404
HAYASHI Y.: "Recent Progress in the Asymmetric Organocatalysis", JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, JAPAN, vol. 63, no. 5, 2005, pages 464 - 477, XP055087202
CSJ: THE CHEMICAL SOCIETY OF JAPAN KOEN YOKOSHU, vol. 85TH, no. 2, 11 March 2005 (2005-03-11), pages 1048, XP008169331
URUSHIMA T. ET AL.: "Asymmetric Mannich Reaction of Imines Derived from Aliphatic and Aromatic Aldehydes Catalyzed by Diarylprolinol Silyl Ether", CHEMISTRY A EUROPEAN JOURNAL, vol. 17, 8 June 2011 (2011-06-08), pages 8273 - 8276, XP055087251
ANGEWANDTE CHEMIE INTERNATIONAL EDITION, vol. 46, 2007, pages 609 - 611
YANG J.W. ET AL.: "Proline-Catalyzed Mannich Reaction of Aldehydes with N-Boc-Imines", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, vol. 46, 2007, pages 609 - 611, XP002467404
HAYASHI Y.: "Recent Progress in the Asymmetric Organocatalysis", JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, JAPAN, vol. 63, no. 5, 2005, pages 464 - 477, XP055087202
CSJ: THE CHEMICAL SOCIETY OF JAPAN KOEN YOKOSHU, vol. 85TH, no. 2, 11 March 2005 (2005-03-11), pages 1048, XP008169331
URUSHIMA T. ET AL.: "Asymmetric Mannich Reaction of Imines Derived from Aliphatic and Aromatic Aldehydes Catalyzed by Diarylprolinol Silyl Ether", CHEMISTRY A EUROPEAN JOURNAL, vol. 17, 8 June 2011 (2011-06-08), pages 8273 - 8276, XP055087251
ANGEWANDTE CHEMIE INTERNATIONAL EDITION, vol. 46, 2007, pages 609 - 611
Attorney, Agent or Firm:
TAKASHIMA, HAJIME (JP)
Takashima 1 (JP)
Takashima 1 (JP)
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Claims: