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Exploration of Practical Synthetic Tolls for Molecular Construction

Research Project

Project/Area Number 08245102
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Research InstitutionThe Kitasato Institute (1998-1999)
Tokyo Institute of Technology (1996-1997)

Principal Investigator

KUWAJIMA Isao  The Kitasato Institute, Research Director, 生物機能研究所, 部長 (50016086)

Co-Investigator(Kenkyū-buntansha) SUZUKI Keisuke  Tokyo Institute of Technology, Graduate School of Science and Technology, Professor, 大学院・理工学研究科, 教授 (90162940)
NARASAKA Koichi  University of Tokyo, Graduate School of Science, Professor, 大学院・理学系研究科, 教授 (50016151)
ITO Yoshihiko  Kyoto University, Graduate School of Engineering, Professor, 大学院・工学研究科, 教授 (40026018)
向山 光昭  東京理科大学, 理学部, 教授 (60016003)
野依 良治  名古屋大学, 大学院理学研究科, 教授 (50022554)
金岡 祐一  富山女子短期大学, 学長 (50001029)
Project Period (FY) 1996 – 1998
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥29,300,000 (Direct Cost: ¥29,300,000)
Fiscal Year 1999: ¥2,500,000 (Direct Cost: ¥2,500,000)
Fiscal Year 1998: ¥9,000,000 (Direct Cost: ¥9,000,000)
Fiscal Year 1997: ¥8,800,000 (Direct Cost: ¥8,800,000)
Fiscal Year 1996: ¥9,000,000 (Direct Cost: ¥9,000,000)
KeywordsComplex Structure / Natural Products / Useful Methodologies / Total Synthesis
Research Abstract

Purpose : Exploration of Useful Methodologies and Synthesis of Complex Natural Products
Members : 1996, 8 (for Appraisal) and 73 (for Research)
1997, 8 (for Appraisal) and 78 (for Research)
1998, 8 (for Appraisal) and 75 (for Research)
Meetings : 1st Symposium : January 13-14, 1997 (Kyoto)
2nd Symposium : June 12-13, 1997 (Tokyo)
3rd Symposium : December 8-9, 1997 (Osaka)
4th Symposium : May 21-22, 1998 (Sendai)
5th Symposium : December 14-15, 1998 (Tokyo)
6th Symposium : July 2, 1999 (Tokyo)
Publications : Research Abstracts of Every Member in 1996
Research Abstracts of Every Member in 1997
Research Abstracts of Every Member in 1998
Research Abstracts of Every Member in 1999
Total syntheses of a lot of celebrated natural products such as taxol, radicsicol, rabidomycin, polycavernoside A, madindoline, zaragozic acid A, antillatoxin, fredericamycin, terpestacin, streptovaricin U and so on, have been achieved. For construction of organic molecule, several useful methodologies have been developed for selective construction of heterocycles containing nitrogen, cyclic poly ether structures, acyclic polyols, and asymmetric construction quaternary carbon useful for the syntheses of complex natural products

Report

(5 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • 1997 Annual Research Report
  • 1996 Annual Research Report
  • Research Products

    (37 results)

All Other

All Publications (37 results)

  • [Publications] 桑嶋功: "Enantioselective Total Synthesis of Taxol"J.Am. Chem. Soc.. 120. 12980-12981 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 桑嶋功: "Total Synthesis of (-)-Coriolin"J.Org. Chem. 64. 2648-2656 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 桑嶋功: "Enantioselective Total Synthesis of (+)-Taxusin"J.Am. Chem. Soc.. 121. 3072-3082 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 伊藤嘉彦: "Stereoselective 1,4-Silaboration of 1,3-Dienes Catalyzed by Nickel Complexes"Org. Lett. 1. 1567-1569 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 奈良坂紘一: "Photochemical Generation of Radical Species from α-Stannyl Ethers and Their Reaction with Conjugate Enones"Chem. Lett. 425-426 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 鈴木啓介: "Total Synthesis of Pradimicinone, the Common Aglycon of the Pradimicin-Benanomicin Antibiotics"Angew. Chem. Int.Ed., Engl.. 38. 1229-1232 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] I. Kuwajima: "Enantioselective Total Synthesis of Taxol"J. Am. Chem. Soc.. 120, No.49. 12980-12981 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] I. Kuwajima: "Total Synthesis of (-)-Coriolin"J. Org. Chem.. 64, No.8. 2648-2656 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] I. Kuwajima: "Enantioselective Total Synthesis of (+)-Taxusin"J. Am. Chem. Soc.. 121, No.13. 3072-3082 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Y. Ito: "Stereoselective 1,4-Silaboration of 1,3-Dienes Catalyzed by Nickel Complexes.-"Org. Lett.. 1, No.10. 1567-1569 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K. Narasaka: "Photochemical Generation of Radical Species from α-Stannyl Ethers and Their Reaction with Conjugate Enones"Chem. Lett.. No.5. 425-426 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K. Suzuki: "Total Synthesis of Pradimicinone, the Common Aglycon of the Pradimicin-Benanomicin Antibiotics"Angew. Chem. Int. Ed. Engl.. 38, No.6. 1229-1232 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 桑嶋 功: "Enantioselective Total Synthesis of Taxol"J. Am. Chem. Soc.. 120. 12980-12981 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] 桑嶋 功: "Total Synthesis of (-)-Coriolin"J. Org. Chem.. 64. 2648-2656 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 桑嶋 功: "Enantioselective Total Synthesis of (+)-Taxusin"J. Am. Chem. Soc.. 121. 3072-3082 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 伊藤 嘉彦: "Stereoselective 1,4-Silaboration of 1,3-Dienes Catalyzed by Nickel Complexes"Org. Lett.. 1. 1567-1569 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 奈良坂 紘一: "Photochemical Generation of Radical Species from α-Stanny1 Ethers and Their Reaction with Conjugate Enones"Chem. Lett.. 425-426 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 鈴木 啓介: "Total Synthesis of Pradimicinone, the Common Aglycon of the Pradimicin-Benanomicin Antibiotics"Angew. Chem., Int. Ed., Engl.. 38. 1229-1232 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 桑嶋、伊藤、奈良坂、鈴木: "生物活性天然物の合成 : 複雑な骨格をいかに構築するか"東京化学同人「現代化学増刊36号」. (印刷中). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] 桑嶋 功: "Highly Regio- and Stereoselective [3+2] Cyclopentanone Annulation Using a 3-(Alkylthio)-2-siloxyallyl Cationic Species" J.Am.Chem.Soc.120・8. 1724-1731 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] 桑嶋 功: "Enantioselective Total Synthesis of Taxol" J.Am.Chem.Soc.120・49. 12980-12981 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] 桑嶋 功: "Enantioselective Total Synthesis of (+)-Taxusin" J.Am.Chem.Soc.121 印刷中. (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] 伊藤 嘉彦: "Asymmetric Synthesis of Helically Stable Poly(quinoxaline-2, 3-diyl)s Having Hydrophilic and/ or Hydrophobic Side Chains" Macromolecules. 31・5. 1697-1699 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] 伊藤 嘉彦: "Nickel-Catalyzed Sulaborative Dimerization of Alkynes" Organometallics. 17・24. 5233-5235 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] 奈良坂 紘一: "Synthesisof Pyrrole Derivatives by the Heck-Type Cycliation of γ, δ-Unsaturated Ketone O-Pentafluorobenzoyloximes" Chem.Lett.No 1. 45-46 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] I.Kuwajima: "Control of Stereochemistry by σ-Participation of a Silyl Group.A Novel Method for Diastereoselective Polyol Synthesis" J.Org.Chem.62・NO,13. 4206-4207 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] I.Kuwajima: "A New Approach for Ingenol Synthesis" J.Org.Chem.62・NO,10. 3032-3033 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] K.Narasaka: "Synthesis of 8-Hydroxyquinolines by the Cyclization of m-Hydroxyphenethyl Ketonre O-2,4-Dinitrophenyloximes" Synlett. Special Issue. 445-446 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] K.Narasaka: "Preparation of m-Acvlphenol Derivatives by the Reaction of Tricarbonyl (cyclohexa dienone) -iron Complex and Higher Order Cuprates" Chem.Lett.NO,8. 699-700 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Y.Ito: "Rhodium-Catalyzed Asymmetric [4+1] Cycloaddition" J.Am.Chem.Soc.119・NO,12. 2950-2951 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Y.Ito: "Direct Intermolecular [4+2] Cycloaddition of Unactivated 1,3-Diene Substrates with High Regio-and Stereoselectivities" J.Am.Chem.Soc.119・NO,30. 7163-7164 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] I.Kuwajima: "Total Synthesis of(±)-Taxusin" J.Am.Chem.Soc.118・NO.38. 9186-9187 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] I.Kuwajima: "Highly Efficient Method for Coriolin Synthesis" Tetrahedron Lett.38・NO.3. 465-468 (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] K.Narasaka: "Synthesis of(±)-Stemonamide by the Application of Oxidative Coupling Reactions of Stannyl Compounds with Silyl Enol Ethers" Bull.Chem.Soc.Jpn.69・NO.7. 2063-2070 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] K.Narasaka: "Sulfonylation and Phosphorylation of Olefinic Compounds with Radical Species Generated" Bull.Chem.Soc.Jpn.69・NO.8. 2317-2325 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Y.Ito: "Palladium-catalyzed Intramolecular Bis-silylation of Propargylic Alcohols.A New Stereospecific Access to Chiral Allenylsilanes" J.Org.Chem.61・NO.15. 4884-4885 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Y.Ito: "New Syntesis of(E)-Allylsilanes with High Enantiopurity via Diastereoselective Intramolecular Bis-silylation of Chiral Allylic Alcohols" J.Am.Chem.Soc.118・NO.12. 3061-3062 (1996)

    • Related Report
      1996 Annual Research Report

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Published: 1996-04-01   Modified: 2019-02-15  

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