• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Practical synthetic methodology using a divalent titanium compound

Research Project

Project/Area Number 15350054
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

SATO Fumie  Tokyo Institute of Technology, Graduate Sch.of Biosci. & Biotech., Professor, 大学院・生命理工学研究科, 教授 (50016606)

Co-Investigator(Kenkyū-buntansha) TAKAYAMA Yuuki  Tokyo Institute of Technology, Graduate Sch.of Biosci. & Biotech., Assistant Prof., 大学院・生命理工学研究科, 助手 (40334502)
Project Period (FY) 2003 – 2004
Project Status Completed (Fiscal Year 2004)
Budget Amount *help
¥14,400,000 (Direct Cost: ¥14,400,000)
Fiscal Year 2004: ¥5,800,000 (Direct Cost: ¥5,800,000)
Fiscal Year 2003: ¥8,600,000 (Direct Cost: ¥8,600,000)
Keywordsdivalent titanium / benzyltitanium / pyridinyl titanium / sulphonitrile / styrene / phenol / fulvene / conjugated oligomer / ジエン / カップリング / メタル化 / 有機チタン / アセチレン / ピリジン / スルホニルニトリル / 不斉合成 / レッペ反応
Research Abstract

The following new synthetic methods using a divalent titanium complex have been developed
1)A facile method for synthesizing benzyltitanium complex from internal acetylenes, terminal acetylenes and propargyl bromides was developed. The method allowed to prepare poly-substituted benzene derivatives.
2)The reaction of internal acetylenes, terminal acetylene and sulphonitrile in the presence of the divalent titanium reagent afforded pyridinyl titanium reagents, thus allowing to easy access to pyridine derivatives.
3)π-Conjugated oligomers having enyne-, endiyne-, heteroaromatic-enyne units were prepared using a 1-iodo-3-yne-1-alkaene as building block.
4)Regio-selective reactions of 1,4-diiodo-1,3-alkadienes were developed which included regio-selective coupling reactions with cuprates, and with Grignard reagents in the presence of a catalytic amount of Pd-catalysis. The regioselective magnesiation of 1-iodo-1,3-alkadienes with a magnesium ate complex was also developed.

Report

(3 results)
  • 2004 Annual Research Report   Final Research Report Summary
  • 2003 Annual Research Report
  • Research Products

    (15 results)

All 2004 2003 Other

All Journal Article (10 results) Publications (5 results)

  • [Journal Article] Site-selective Monotitanation of Dialkynypyridines and Its Application for Preparation of Highly Fluorescent π-Conjugated Oligomers2004

    • Author(s)
      Yuuki Takayama
    • Journal Title

      Org.Lett. 6

      Pages: 4253-4256

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Site-Selective Pd-Catalyzed Coupling of 1,4-Diiodo-1,3-alkadienes with Grignard Reagents and Its Application to the Synthesis of Fulvenes2004

    • Author(s)
      Minoru Uemura
    • Journal Title

      Org.Lett. 6

      Pages: 5001-5004

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Annual Research Report 2004 Final Research Report Summary
  • [Journal Article] Site-Selective Monotitanation of Dialkynypyridines and Its Application for Preparation of Highly Fluorescent π-Conjugated Oligomers2004

    • Author(s)
      Yuuki Takayama
    • Journal Title

      Org.Lett. 6

      Pages: 4253-4256

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Annual Research Report 2004 Final Research Report Summary
  • [Journal Article] Synthesis of Conjugated Oligomers Having Aromatic and Enediyne Units Alternately in the Backbone that Show Intense Fluorescence Emission2004

    • Author(s)
      Yuuki Nakano
    • Journal Title

      Org.Lett. 6

      Pages: 2373-2376

    • Related Report
      2004 Annual Research Report
  • [Journal Article] An Efficient Synthesis of Optically Active Five-and Six-Membered Cyclic Compounds with Selectable Stereo-Controls by a Ti(II)-Mediated Cyclization of Chiral Secondary 2,7-and 2,8-Enyn-1-ol Derivatives2003

    • Author(s)
      Yongcheng Song
    • Journal Title

      Tetrahedsron Lett. 44

      Pages: 653-657

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] An Efficient Synthesis of Optically Active (2R,3R)-2-Methyl-3-[(1R)-1-methylprop-2enyl] Cyclopentanone, a Useful Chiral Building Block for Synthesis of Vitamin D and Steroids2003

    • Author(s)
      Yongcheng Song
    • Journal Title

      Tetrahedron Lett. 44

      Pages: 2113-2115

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Site-Selective Iodine-Magnesium Exchange Reaction of 1,4-Diiodo-1,3-Alkadienes by an Organomagnesium Ate Complex, and Its Application to Synthesis of Polysubsituted Styrenes and Phenols2003

    • Author(s)
      Kohki Fukuhara
    • Journal Title

      J.Am.Chem.Soc. 125

      Pages: 6884-6885

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Highly Practical and General Synthesis of Monodisperse Linear π-Conjugated Oligoenynes and Oligoenediynes with Either trans-or cis-Olefin Configuration2003

    • Author(s)
      Yuuki Takayama
    • Journal Title

      J.Am.Chem.Soc. 125

      Pages: 14163-14167

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] An Efficient Synthesis of Optically Active Five-and Six-Membered Cyclic Compounds with Selectable Stereo-Controls by a Ti(II)-Mediated Cyclization of Chiral Secondary 2,7-and 2,8-Enyn-1-ol Derivatives2003

    • Author(s)
      Yongcheng Song
    • Journal Title

      Tetrahedron Lett. 44

      Pages: 653-657

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] An Efficient Synthesis of Optically Active (2R,3R)-2-Methyl-3-[(1R)-1-methylprop-2-enyl] Cyclopentanone, a Useful Chiral Building Block for Synthesis of Vitamin D and Steroids2003

    • Author(s)
      Yongcheng Song
    • Journal Title

      Tetrahedron Lett. 44

      Pages: 2113-2115

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Publications] Yuuki Takayama: "Highly Practical and General Synthesis of Monodisperse Linear π-Conjugated Oligoenynes and Oligoenediynes with Either trans- or cis-Olefin Configuration"J.Am.Chem.Soc. 125. 14163-14167 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Tekeshi Hanazawa: "Efficient and Practical Method for Synthesizing Optically Active Indan-2-ols by the Ti(O-i-Pr)_4/2 i-PrMgCl-Mediated Metalative Reppe Reaction"J.Org.Chem.. 68. 4980-4983 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Kohki Fukuhara: "Site-Selective Iodine-Magnesium Exchange Reaction of 1,4-Diiodo-1,3-Alkadienes by an Organomagnesium Ate Complex, and Its Application to Synthesis of Polysubsituted Styrenes and Phenols"J.Am.Chem.Soc.. 125. 6884-6885 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Yuuki Takayama: "Efficient and General Synthetic Method for Preparing Oligoenynes with Either Trans- or cis-Olefinic Configuration"Org.Lett.. 5. 365-368 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Yongcheng Song: "An efficient synthesis of optically active five- and six-membered cyclic compounds with selectable stereo-controls by a Ti(II)-mediated cyclization of chiral secondary 2,7- and 2,8-enyn-1-ol derivatives"Tetrahedron Lett.. 44. 653-657 (2003)

    • Related Report
      2003 Annual Research Report

URL: 

Published: 2003-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi