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1996 Fiscal Year Final Research Report Summary

Asymmetric Total Synthesis of Chiral Molecules

Research Project

Project/Area Number 05234102
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Research InstitutionOkayama University of Science (1994-1995)
Hokkaido University (1993)

Principal Investigator

YONEMITSU Osamu  Okayama University of Science, Faculty of Science, Professor, 理学部, 教授 (60001038)

Co-Investigator(Kenkyū-buntansha) YAMADA Kiyoyuki  Nagoya University, Graduate School of Science, Professor, 大学院・理学研究科, 教授 (90022540)
MORI Kenji  Science University of Tokyo, Faculty of Science, Professor, 理学部, 教授 (20011843)
HASHIMOTO Shun-ichi  Hokkaido University, Faculty of Pharmaceutical Sciences, Professor, 薬学部, 教授 (80107391)
TAKAHASHI Takashi  Tokyo Institute of Technology, Faculty of Engineering, Professor, 工学部, 教授 (80110724)
HIRAMA Masahiro  Tohoku University, Graduate School of Science, Professor, 大学院・理学研究科, 教授 (30165203)
Project Period (FY) 1993 – 1995
Keywordsasymmetric total synthesis / organic natural product / optically active chiral compound / selective reaction / biologically active compound / multi-step synthesis / condensation reaction / protecting group
Research Abstract

Asymmetric synthesis of complex chiral compounds such as useful natural products is one of important purposes of modern synthetic chemistry. This project "asymmetric total synthesis of chiral molecules" was carried out by about 20 synthetic chemists for three years beginning in 1993. Target molecules of this project, divided in four groups, are not only structurally complex compounds with many chiral centers and functional groups but also quite useful compounds with important biological activities and new functions : 1) Regulatory compounds of biological functions. 2) Chemical signal compounds. 3) Pharmacologically and physiologically active compounds. 4) Biologically active natural products produced in ultramicroquantity. During three years, we obtained many noteworthy results such as new synthetic methods of prostacyclines and prostaglandins, asymmetric synthesis and absolute configuration determination of various pheromons, computer-aided synthesis of enediyn compounds, hapten synthesis of ciguatoxin, synthesis of the crucial intermediate of taxol, asymmetric synthesis of tetracyclins, total synthesis of antitumor aplyronine A,lactone-ring synthesis of tedanolide, and total synthesis of hygrolidin.

  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] O.Yonemitsu: "Radical Cyclization Using a Thioacetal Group for Radical Generation." Tetrahedron. 52. 9713-9734 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] O.Yonemitsu: "Total Synthesis of 16-Membered Tetraene Macrolide Hygrolidin." Tetrahedron Lett.37. 9077-9080 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Hirama: "Synthesis of Epoxy Enediyne Core Intermediates Related to Neocarzinostatin." Tetrahedron Lett.37. 9335-9338 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Hashimoto: "Stereocontrolled Synthesis of the C1-C17 and C18-C25 Subunits of Hygrolidin." Tetrahedron Lett.37. 9073-9076 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Takahashi: "Synthesis of 10-Membered Masked Oxaenediyne Analogue of Kedacridin." Tetrahedron Lett.37. 2433-2436 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Mori: "A New Synthesis of Faranal,the Trail Pheromone of the Pharaoh's Ant." Liebigs Annalen. 12. 2089-2092 (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] O.Yonemitsu: "Radical Cyclization Using a Thioacetal Group for Radical Generation." Tetrahedron. 52. 9713-9734 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] O.Yonemitsu: "Total Synthesis of 16-Membered Tetraene Macrolide Hygrolidin." Tetrahedron Lett.37. 9077-9080 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M.Hirama: "Synthesis of Epoxy Enediyne Core Intermediates Related to Neocarzinostatin." Tetrahedron Lett.37. 9335-9338 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Hashimoto: "Stereocontrolled Synthesis of the C1-C17 and C18-C25 Subunits of Hygrolidin." Tetrahedron Lett.37. 9073-9076 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Takahashi: "Synthesis of 10-Membered Masked Oxaenediyne Analogue of Kedacridin." Tetrahedron Lett.37. 2433-2436 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Mori: "A New Synthesis of Faranal, the Trail Pheromone of the Pharaoh's Ant." Liebigs Annalen. 12. 2089-2092 (1995)

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

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Published: 1999-03-09   Modified: 2021-12-07  

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