Title:
HALOGENATED INDENONES AND METHOD FOR PRODUCING OPTICALLY ACTIVE INDANONES OR OPTICALLY ACTIVE INDANOLS BY USING SAME
Document Type and Number:
WIPO Patent Application WO/2012/063843
Kind Code:
A1
Abstract:
An optically active ketone represented by formula (2) (wherein Ar1 represents a furyl group, a thienyl group, or a C6-20 aryl group; X1 represents a halogen atom; and * represents an asymmetric point) is produced by stereoselectively reducing an enone compound represented by formula (1) (wherein Ar1 and X1 are the same as the above).
Inventors:
YAMAMOTO SHOHEI (JP)
NISHIHACHIJO MASAKATSU (JP)
TANAKA RIE (JP)
KAWANO SHIGERU (JP)
FUJII AKIO (JP)
NISHIHACHIJO MASAKATSU (JP)
TANAKA RIE (JP)
KAWANO SHIGERU (JP)
FUJII AKIO (JP)
Application Number:
PCT/JP2011/075767
Publication Date:
May 18, 2012
Filing Date:
November 08, 2011
Export Citation:
Assignee:
KANEKA CORP (JP)
YAMAMOTO SHOHEI (JP)
NISHIHACHIJO MASAKATSU (JP)
TANAKA RIE (JP)
KAWANO SHIGERU (JP)
FUJII AKIO (JP)
YAMAMOTO SHOHEI (JP)
NISHIHACHIJO MASAKATSU (JP)
TANAKA RIE (JP)
KAWANO SHIGERU (JP)
FUJII AKIO (JP)
International Classes:
C07C45/62; C07C29/143; C07C35/52; C07C49/697; C07D241/04; C12P7/26; C07B53/00; C07B61/00
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| WO2006129628A1 | 2006-12-07 | |||
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Other References:
WILLIAM M. C. ET AL.: "A Highly Enantioselective Conjugate Reduction of 3-Arylinden-l-ones Using Bakers' Yeast for the Preparation of (S)-3- Arylindan-1-ones", ORGANIC LETTERS, vol. 1, no. 11, 1999, pages 1839 - 1842, XP002951487
CHRISTIAN H. ET AL.: "Catalytic Asymmetric Total Synthesis of the Muscarinic Receptor Antagonist (R)-Tolterodine", ADV. SYNTH. CATAL., vol. 347, 2005, pages 662 - 666, XP008131820
JAMES F. F. ET AL.: "3-Phenylindones. I. The Synthesis of 6-Chloro-3-(p-chlorophenyl)-l- indenone and Some Related Compounds", J. AM. CHEM. SOC., vol. 72, 1950, pages 1522 - 1526, XP002721657
S. C. PAKRASHI ET AL.: "The Reformatsky Reaction on 1-Naphthyl-2-Bromophenyl Ketone", TETRAHEDRON, vol. 18, 1962, pages 1243 - 1249, XP002721656
ORGANIC LETTER, vol. 1, 1999, pages 1839
ADV. SYNTH. CATAL., vol. 349, 2007, pages 1521
J. BIOL. CHEM., vol. 278, 2003, pages 19891
BIOL. PHARM. BULL., vol. 20, 1997, pages 110
BIOTECHNOL. BIOENG., vol. 98, 2007, pages 22
J. BIOL. CHEM., vol. 268, 1993, pages 6097 - 6106
"Molecular Cloning", 1989, COLD SPRING HARBOR LABORATORY PRESS
"Current Protocols in Molecular Biology", GREENE PUBLISHING ASSOCIATES AND WILEY-INTERSCIENCE
"Basic Courses in Microbiology 8: Genetic Engineering", 1987, KYORITSU SHUPPAN CO., LTD
NATURE, vol. 315, 1985, pages 592 - 594
J. BACTERIOL., vol. 184, 2002, pages 672 - 678
METHODS ENZYMOL., vol. 89, 1982, pages 159 - 163
ARCH. BIOCHEM. BIOPHYS., vol. 228, 1984, pages 113 - 119
CHRISTIAN H. ET AL.: "Catalytic Asymmetric Total Synthesis of the Muscarinic Receptor Antagonist (R)-Tolterodine", ADV. SYNTH. CATAL., vol. 347, 2005, pages 662 - 666, XP008131820
JAMES F. F. ET AL.: "3-Phenylindones. I. The Synthesis of 6-Chloro-3-(p-chlorophenyl)-l- indenone and Some Related Compounds", J. AM. CHEM. SOC., vol. 72, 1950, pages 1522 - 1526, XP002721657
S. C. PAKRASHI ET AL.: "The Reformatsky Reaction on 1-Naphthyl-2-Bromophenyl Ketone", TETRAHEDRON, vol. 18, 1962, pages 1243 - 1249, XP002721656
ORGANIC LETTER, vol. 1, 1999, pages 1839
ADV. SYNTH. CATAL., vol. 349, 2007, pages 1521
J. BIOL. CHEM., vol. 278, 2003, pages 19891
BIOL. PHARM. BULL., vol. 20, 1997, pages 110
BIOTECHNOL. BIOENG., vol. 98, 2007, pages 22
J. BIOL. CHEM., vol. 268, 1993, pages 6097 - 6106
"Molecular Cloning", 1989, COLD SPRING HARBOR LABORATORY PRESS
"Current Protocols in Molecular Biology", GREENE PUBLISHING ASSOCIATES AND WILEY-INTERSCIENCE
"Basic Courses in Microbiology 8: Genetic Engineering", 1987, KYORITSU SHUPPAN CO., LTD
NATURE, vol. 315, 1985, pages 592 - 594
J. BACTERIOL., vol. 184, 2002, pages 672 - 678
METHODS ENZYMOL., vol. 89, 1982, pages 159 - 163
ARCH. BIOCHEM. BIOPHYS., vol. 228, 1984, pages 113 - 119
Attorney, Agent or Firm:
UEKI, Kyuichi et al. (JP)
Hisakazu Ueki (JP)
Hisakazu Ueki (JP)
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