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2002 Fiscal Year Final Research Report Summary

Chiral Synthesis under Solvent-Free Conditions

Research Project

Project/Area Number 13640538
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionEhime University

Principal Investigator

TANAKA Koichi  Ehime Univ.Fac.of Eng., Associate Prof., 工学部, 助教授 (10116949)

Project Period (FY) 2001 – 2002
Keywordssolvent-free reaction / solid-state synthesis / photoreaction / chiral synthesis / Inclusion compound / host compound / tropolon ether / β-lactin
Research Abstract

1. Synthesis of Optically Active Host Compounds
Novel optically active host compounds were synthesized from tartaric acid and abietic acid. For example, novel host compounds, 〔2-{4-〔4.5-bis-(hydroxydipheylmerbyl)-〔1.3〕dioxolan 2-yl〕-phenylz-5-(hydroxydiphenyluethyl)-〔1.3〕dioxolan-4-yl〕-diphynylmethaud(1) and (7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthreru-1-yl)-diphenylwethausl (2)were synthesized from tartaric acid and abietic acid, respectively.
2. Chiral Synthesis under Solvent-Free Conditions
Photoirradiation of the inclusion complex of optically active host compound and prochiral quest compound in the solid state gave optically active photoreaction products. For example, photoirradiation of the inclusion complex of optically active host and tropolone ether in the solid state gave optically active 7-methoxy-bicyclo〔3,2,0〕hepta-3.6-dieu-2-one in 48-96%ee. Similar photoirradiation of the inclusion complex of pyridone gave optically active 2-albyl-2-azabicyclo〔2,2,0〕hex-5-eu-3-one in 91-95%ee.

  • Research Products

    (14 results)

All Other

All Publications (14 results)

  • [Publications] K.Tanaka, F.Fujiwara, Z.Lipkowska: "Highly Enantioselective Photocyclization of 1-Alkyl-2-pyridone"Organic Letters. 4. 3255-3257 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Tanaka, R.Nagahiro, Z.Lipkowska: "Enantioselective Photoreaction of Achiral Tropolone Ether"Chirality. 14. 568-572 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Tanaka, N.Harada: "A Novel Spiroketalization of 1,7-Dihydroxyhepta-2,5-diyu-4-ones"J. Chem. Soc., Perkin Troms. 1. 713-714 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Tanaka, M.Asami, J.L.Scot: "A Novel Chromogenic Host Compound"New Journal of Chemistry. 26. 378-380 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Tanaka, T.Hiratsuka, Y.Kojima, Y.T.Osano: "Synthesis, Structure and Chiral Inclusion Crystallization"J. Chem. Research (s). 209-212 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Tanaka, N.Daikawa, S.Ohba: "Novel Bisurea Host Compounds"J. Chem. Research (s). 579-581 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Tanaka: "Solvent-Free Organic Synthesis"Weily-VCH. 433 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Tanaka, T.Fujiwara, Z.Lipkowska: "Highly Enantioselective photoreaction of 1-Alkyl-2-pyridones to β-lactains in indusion crystals"Org.Lett.. 4. 3255-3257 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Tanaka, R.Nagahiro, Z.Lipkowska: "Enantioseletive photoreaction of Aciral Tropdone Ether in Inclusion Crystals with Optically Active Host Compound"Chirality. 14. 568-572 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Tanaka, N.Harada: "A Novel Spiroketalization of 1,7-Dihydroxy-hepta-2,5-diyn-4-ones"J.Chem.Soc., Perkin Trans 1. 713-714 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Tanaka, M.Asami, J.L.Scott: "A Novel Chromogenic Host Compound"New Journal of Chemistry. 26. 378-380 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Tanaka, T.Hiratsuka, Y.Kojima, Y.T.Osano: "Synthesis, Structure and Chiral Inclusion Crystallization"J.Chem.Res(S). 209-212 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Tanaka, N.Daikawa, S.Ohba: "Novel Bisurea Host Compounds"J.Chem.Res(S). 579-581 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Tanaka: "Solvent-Free Organic Synthesis"Weily-VCH. 433 (2003)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2004-04-14  

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