Title:
METHOD FOR SYNTHESIZING ABSOLUTE ASYMMETRY
Document Type and Number:
WIPO Patent Application WO/2001/014287
Kind Code:
A1
Abstract:
A novel method for synthesizing absolute asymmetry through the irradiation with circular polarization light which comprises providing a photochemically reversible reaction system wherein the starting material is a mixture of enantiomers or diastereomers not photochemically or thermally converted into each other; irradiating the reaction system with r- or l-circular polarization light to thereby excite the starting material alone or both of the starting material and the product; thus concentrating one of the enantiomers or one of the diastereomers in the starting material; and, in the product, concentrating the other enantiomer or the other diastereomer, thereby enabling the concentration of enantiomers, etc. both in the starting material and in the product.
Inventors:
NISHINO HIDEO (JP)
NAKAMURA ASAO (JP)
INOUE YOSHIHISA (JP)
NAKAMURA ASAO (JP)
INOUE YOSHIHISA (JP)
Application Number:
PCT/JP2000/001561
Publication Date:
March 01, 2001
Filing Date:
March 15, 2000
Export Citation:
Assignee:
JAPAN SCIENCE & TECH CORP (JP)
NISHINO HIDEO (JP)
NAKAMURA ASAO (JP)
INOUE YOSHIHISA (JP)
NISHINO HIDEO (JP)
NAKAMURA ASAO (JP)
INOUE YOSHIHISA (JP)
International Classes:
C07B53/00; C07C67/333; C07C69/00; (IPC1-7): C07B53/00; C07B61/00; C07C67/475; C07C69/753
Foreign References:
| JP2000086588A | 2000-03-28 | |||
| JPH0977691A | 1997-03-25 | |||
| JPS57147577A | 1982-09-11 | |||
| EP0658373A1 | 1995-06-21 | |||
| EP0285175A1 | 1988-10-05 |
Other References:
SALAM, A. et al., "On enantiomeric excess obtained from racemic mixtures by using circularly polarized pulsed lasers of varying durations", Chem. Phys., 1998, Vol. 228, No. 1, pages 115-129.
INOUE, Y. et al., "Hikari de Fusei Gousei ni semaru", Sakigake Kenkye 21 Kenkyu Houkokukai, Hikari to Busshitsu Kouen Youshishuu 1994, 1995, pages 42-28.
TRAN, C. D. et al., "Stereoselective Energy Transfer Induced by Circularly Polarized Light", Stud. Phys. Theor. Chem., 1979, Vol. 7, pages 53-66.
BURNHAM, K. S. et al., "A Search for Chiral Photochromic Optical Triggers for Liquid Crystals: Photoracemization of 1,1-Binaphthylpyran through a Transient Biaryl Quinone Methide Intermediate", J. Am. Chem. Soc., 1998, Vol. 120, No. 48, pages 12619-12625.
INOUE, Y. et al., "Pressure and Temperature control of Product Chirality in Asymmetric Photochemistry. Enantiodifferentiating Photoisomerization of Cyclooctene Sensitized by Chiral Benzenepolycarboxylates", J. Am. Chem. Soc., 1998, Vol. 120, No. 41, pages 10687-10696.
MIESEN, F. W. A. M. et al., "Synthesis of optically pure 3-(1n.pi.*)-(1S,6R)-bicyclo(4.4.0)decane-3,8-dione, a molecule which is chiral in the excited state only", J. Am. Chem. Soc., 1994, Vol. 116, No. 12, pages 5129-5133.
INOUE, Y. et al., "Hikari de Fusei Gousei ni semaru", Sakigake Kenkye 21 Kenkyu Houkokukai, Hikari to Busshitsu Kouen Youshishuu 1994, 1995, pages 42-28.
TRAN, C. D. et al., "Stereoselective Energy Transfer Induced by Circularly Polarized Light", Stud. Phys. Theor. Chem., 1979, Vol. 7, pages 53-66.
BURNHAM, K. S. et al., "A Search for Chiral Photochromic Optical Triggers for Liquid Crystals: Photoracemization of 1,1-Binaphthylpyran through a Transient Biaryl Quinone Methide Intermediate", J. Am. Chem. Soc., 1998, Vol. 120, No. 48, pages 12619-12625.
INOUE, Y. et al., "Pressure and Temperature control of Product Chirality in Asymmetric Photochemistry. Enantiodifferentiating Photoisomerization of Cyclooctene Sensitized by Chiral Benzenepolycarboxylates", J. Am. Chem. Soc., 1998, Vol. 120, No. 41, pages 10687-10696.
MIESEN, F. W. A. M. et al., "Synthesis of optically pure 3-(1n.pi.*)-(1S,6R)-bicyclo(4.4.0)decane-3,8-dione, a molecule which is chiral in the excited state only", J. Am. Chem. Soc., 1994, Vol. 116, No. 12, pages 5129-5133.
Attorney, Agent or Firm:
Saegusa, Eiji (Dosho-machi Chuo-ku, Osaka-shi Osaka, JP)
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