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

Development of New Synthetic Methods based on Early Transition Metals

Research Project

Project/Area Number 05671770
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionTokyo College of Pharmacy

Principal Investigator

HANZAWA Yuji  Tokyo College of Pharmacy, School of Pharmaceutical Science, Associate Professor, 薬学部, 助教授 (10096688)

Project Period (FY) 1993 – 1995
Project Status Completed (Fiscal Year 1995)
Budget Amount *help
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1995: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1994: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1993: ¥1,200,000 (Direct Cost: ¥1,200,000)
KeywordsEarly transition metal / Zirconocene-butene complex / Ring contraction / Steroidal side chains / Diastereoselective synthesis / Catalyst / Oxetanocin / Vinylcyclopropane / ジルコノセン-ブテン錯体 / η^3-πアリルジルコノセン錯体 / ステロイド / ジルコノセン等価体 / アリルジルコニウム / 環縮小反応 / ビニルモルホリン / ピロリジン / ピロリチジン / 錯体 / ジルコノセン / ニオビウム / アリルラジカル / オキセタノシン / カップリング
Research Abstract

In our ongoing research project on organic syntheses using early transtition metals, zirconium, vanadium, niobium etc., we have exploited enormous possibilities of low valent zirconium complex, zirconocene-butene complex, for organic synthesis. During the past term of project we established an efficient method for the preparation of optically pure carbocycles by treating vinyl sugar derivatives with zirconocene-butene complex and an application to the synthesis of bioactive molecules. We also established the construction of steroidal side chain based on the reaction of zirconocene with vinylcyclopropane, and we have also studied a short-step construction of steroidal skeleton based on the reaction of zirconocene and alkoxymethylated stirene derivatives.

Report

(4 results)
  • 1995 Annual Research Report   Final Research Report Summary
  • 1994 Annual Research Report
  • 1993 Annual Research Report
  • Research Products

    (30 results)

All Other

All Publications (30 results)

  • [Publications] Ito,H.: "Practical zirconium-mediated deprotective method of allyl groups." J. Org. Chem. em.58. 774-775 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito,H.: "Ziconium-mediated highly diastereoselective ring contraction of carbohydrate derivatives:Synthesis of highly functionalized,enantiomerically pure carbohydrate." J. Am. Chem. Soc,. 115. 8835-8836 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito,H.: "Zirconium-mediated ring contraction of vinylmorpholine dehvatives from α-amino acid" J. Am. Chem. Soc,. 116. 5469-5470 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] HANZAWA,Y.: "Regioselective bond cleavage of Vinylcyclopropane derivative with the"zirconocene-butene"cemplex" Tetrahedron Lett.35. 9421-9424 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito,H.: "Development of new synthetic methodology based on zirconium-mediated carbon bond-carbon forming reaction" J. Org. Syn. Chem. Japan. 52. 217-225 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito,H.: "An efficient synthesis of enanticomerically pure key intermediate of carbocyclic oxetanocin" Tetrahedron Lett.34. 7639-7640 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] HANZAWA,Y.: "Formation of carbon-carbon bonds using zirconocene-butene complex as a synthetic foal" Synlett. 299-305 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito,H.: "Generation of allylic and related organozirconiums through a highly effective ziroonium-β-alkoxide elimi naton" Tetrahedron. 51. 4507-4518 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] HANZAWA,Y.: "Unprecedented reactions of substituted styrene derivatives with zikonocene-(1-butene)Complex" Tetrahedron Lett.36. 6503-6506 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] HARADA,S.: "η^3-π Allylzirconocene derivatives:Preparation of Steroidal side chains" Tetrahedron Lett.36. 9489-9492 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito, H.: "Practical zirconium-mediated deprotective method of allyl groups." J.Org. Chem.58 (3). 774-775 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito, H.: "Ziconium-mediated highly diastereoselective ring contraction of carbohydrate derivatives : Synthesis of highly functionalized, enantiomerically pure carbohydarte." J.Am. Chem. Soc.115 (19). 8835-8836 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito, H.: "Ziconium-mediated ring contraction : An efficient synthesis of enantiomerically pure key intermediate of carbocyclic oxetanocin." Tetrahedron Lett.34 (47). 7639-7640 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito, H.: "Ziconium-mediated ring contraction of vinylmorpholine derivatives from alpha-amino acid : An application to the synthesis of (-)-Macronecine." J.Am. Chem. Soc.116 (12). 5469-5470 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Hanzawa, Y.: "Regioselective bond cleavage of vinylcyclopropane derivatives with the "zirconocene-buten" complex." Tetrahedron Lett.35 (50). 9421-9424 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito, H.: "Development of new synthetic methodology based on zirconium-mediated carbon-carbon bond forming reaction." J.Org. Syn. Chem. Japan.52 (3). 217-225 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Hanzawa, Y.: "Formation of carbon-carbon bonds using zirconocene-butene complex as a synthetic tool." Synlett. (4). 299-305 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Ito, H.: "Generation of allylic and related organozirconiums through a highly effective zirconiumbeta-alkoxide elimination reaction." Tetrahedron. 51 (15). 4507-4518 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Hanzawa, Y.: "Unprecedented reactions of substituted stirene derivatives with zirconocene- (1-betene) complex." Tetrahedron Lett.36 (36). 6503-6506 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Harada, S.: "eta3-pi Allylzirconocene derivatives : Preparation of steroidal side chains." Tetrahedron Lett.36 (52). 9489-9492 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] HANZAWA, YUJI: "Formation of carbon-carbon bonds using zirconocene-butene complex as a synthetic tool" Synlett. 299-305 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] ITO, HISANAKA: "Generation of allglic and relateol organozirconiums through a highly effective zirconium-β-alkoxide elimination" Tetrahedron. 51. 4507-4518 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] HANZAWA, YUJI: "Unprecedented reactions of Aubstituted Styrene derivatives with zirconocene-(1-butebe)cowopex" Tetrahedron Lett.36. 6503-6506 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] HARADA, S: "η^3-π Allylzirconocene derivatives: Preparation of Steroidal Side Chains" Tetrahedrov Lett.36. 9489-9492 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Hisanaka Ito: "Ziroonium mediated,Highly Diastereoselective Ring Contraction of Vinylmorpholine Derivatives from Amino Acid" J.Am.Chem.Soc. 116. 5469-5470 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Hisanaka Ito: "Development of New Synthetic Methodology Based on Ziroonium-Mediated Carbon-Carbon Bond forming Reaction" J.Syn Org.Chem.Jpn. 52. 217-225 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Yuji Hanzawa: "Regioselective Bond Cleavage of Vinylcyclopropane Derivatives with the Ziroonocene-Butene Complex" Tetrahedron Lett.35. 9421-9424 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Hisanaka Ito: "Practical Zirconium-Mediated Deprotective Method of Ally Groups" J.Org.Chem.58. 774-775 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Hisanaka Ito: "Zirconium-Mediated,Highly Diastereoselective Ring Contraction of Carbohydrate Derivatives" J.Am.Chem.Soc. 115. 8835-8836 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Hisanaka Ito: "An Efficient Synthesis of Enantiomerically Pure Key Compound of Carbocyclic Oxetanocin" Tetrahedron Lett.34. 7639-7640 (1993)

    • Related Report
      1993 Annual Research Report

URL: 

Published: 1993-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi