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Highly Stereoselective Synthesis of Biologically Active Conjugated Polyene Compounds

Research Project

Project/Area Number 59850144
Research Category

Grant-in-Aid for Developmental Scientific Research

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionOkayama University

Principal Investigator

TAKEDA Akira  岡山大学, 工, 教授 (30032907)

Project Period (FY) 1984 – 1985
Project Status Completed (Fiscal Year 1985)
Budget Amount *help
¥8,100,000 (Direct Cost: ¥8,100,000)
Fiscal Year 1985: ¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 1984: ¥6,400,000 (Direct Cost: ¥6,400,000)
Keywordspolyenoic acid / highly stereoselective synthesis / self defensive substance against rice blast disease / 殺虫剤
Research Abstract

1. Synthesis of self defensive substances in rice plant against rice blast disease. Protection of rice blast disease is one of important projects in Japan. In 1984, we could synthesize the methyl ester of dimorphecolic acid (1), the self defensive substance in rice plant against rice blast disease, and its analogs. In 1985, the synthesis of tert-butyl coriolate and tert-butyl (9E,11E,15Z)-13hydroxy-9,11,15-octadecatrienoate was established. These compounds showed no biological activity against rice blast disease. It seems that the esters should be converted to carboxylic acid for the manifestation of biological activity.
2. Although the attempts to synthesize termite trail-following pheromone, (3Z,6Z,8E)-3,6,8-dodecatrien-1-01 resulted in failure, we found a new and novel synthetic method of 2,5-disubstituted furans and selenophenes via oxidation of 2,4-alkadienoic ester with selenium dioxide at the reflux temperature of benzene. It is very interesting because synthesis of furans from dienes under such a mild condition has never been reported.
3. Synthesis of octadecapolyenoic acid. Insecticidal test of compounds prepared in section (1) to drosophilae showed weak effectiveness, but it is not efficient practically.

Report

(1 results)
  • 1985 Final Research Report Summary
  • Research Products

    (8 results)

All Other

All Publications (8 results)

  • [Publications] 日本化学会第50春季年会講演要旨集. 【II】-866. (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1985 Final Research Report Summary
  • [Publications] 第3回有機合成指向有機金属化学国際会議. 【II】-02. (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1985 Final Research Report Summary
  • [Publications] 第30回国際純正応用化学連合総会要旨集. (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1985 Final Research Report Summary
  • [Publications] Bull.Chem.Soc.Jpn.59-6or7. (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1985 Final Research Report Summary
  • [Publications] Abstracts of 50th Annual Meeting of Chemical Society of Japan. II-866. (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1985 Final Research Report Summary
  • [Publications] Third IUPAC Symposium on Organometallic Chemistry Directed Toward Organic Synthesis. II-02. (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1985 Final Research Report Summary
  • [Publications] Abstracts of 30th Congress of IUPAC. (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1985 Final Research Report Summary
  • [Publications] Bulletin of the Chemical Society of Japan. (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1985 Final Research Report Summary

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Published: 1987-03-31   Modified: 2016-04-21  

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