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1993 Fiscal Year Final Research Report Summary

The Development of Carbon-Carbon Bond Forming Process Using Aluminum Metal as A Electron Pool

Research Project

Project/Area Number 03555185
Research Category

Grant-in-Aid for Developmental Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionOKAYAMA UNIVERSITY

Principal Investigator

TORII Sigeru  Okayama University・Department of Applied Chemistry, Professor, 工学部, 教授 (70032927)

Co-Investigator(Kenkyū-buntansha) INOKUCHI Tsutomu  Okayama University・Department of Applied Chemistry, Assistant Professor, 工学部, 助教授 (50168473)
OKUMOTO Hiroshi  Okayama University・Department of Applied Chemistry, Research Associate, 大学院・自然科学研究科, 助手 (90183251)
TANAKA Hideo  Okayama University・Department of Applied Chemistry, Assistant Professor, 工学部, 助教授 (60032950)
Project Period (FY) 1991 – 1993
KeywordsAluminum Metal / Bimetal Redox / Carbon-Carbon Bond Forming Reaction / Selective Functional Group Transformation / beta-Lactam / Electron Transfer Catalyst
Research Abstract

Aluminum metal is an electron pool (reducing agent) which involves a lot of reactive electrons. We have demonstrated that a diverse transformation of functional groups and carbon-carbon bond forming reactions are selectively achieved by a new electron transfer process using aluminum metal as an electron source. In this project, we have investigated the following fundamental subjects in order to develop practical processes.
(a) The electron transfer process from the surface of aluminum metal is highly dependent on the solvent, another redox metal, and additives. We have studied the bimetal redox system to realize the most efficient electron transfer system for the purposes.
(b) Some multi metal redox systems consisting of transition metal, reducing metal, and electron pool metal have been found to achieve a variety of organic reactions involving carbon-carbon bond formation. As an example, a facile coupling reaction of alkenyl halides leading to dienes was developed.
(c) The redox systems have been applied to the transformation of beta-lactam compounds and new practical synthetic processes of the antibiotics have been developed.

  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] S.Torii: "Carbonylative[2+2]Cycloaddition for the Construction of β-Lactam Skeleton with Palladium Catalyst" TETRAHEDRON LETT.34. 6553-6556 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Torii: "A Facile Conversion of 2-Substituted Acrylamides to 1,3-Disubstituted 3-Bromo-2-Azetidinones" SYNTH.COMMUN.23. 517-523 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Torii: "Palladium-Catalyzed Sequential Bond Formation Leading to Conjugated Ene-Yne System" TETRAHEDRON LETT.34. 2139-2142 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H.Tanaka: "Mg/PbBr_2 Bimetal Redox-Promoted Stannation of Propargyl,Allyl,Vinyl,and Aryl Halides" Synlett. 835-836 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H.Tanaka: "2-Substituted Penems,New Candidates for Cephalosporinase Inhibitors" Bioorganic & Medicinal Chemistry Letters. 3. 2253-2254

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Inokuchi: "Electrochemical Wacker Type Reaction with a double Mediatory System Consisting of Palladium Complex and Tri(4-bromophenyl)amine" Chemistry Letter. 121-124

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Torii, H.Okumoto, T.Tadokoro, A.Nishimura and M.A.Rashid: "Palladium-Catalyzed Sequential Bond Formation Leading to Conjugated Ene-Yne System" TETRAHEDRON LETT.Vol 34, No.13. 2139-2142 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Torii, H.Okumoto and H.Yabuki: "A Facile Conversion of 2-Substituted Acrylamides to 1, 3-Disubstituted 3-Bromo-2-Azetidinones" SYNTH.COMMUN.23(4). 517-523 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Torii, H.Okumoto, M.Sadakane, A.K.M.Abdul Hai and H.Tanaka: "Carbonylative [2+2] Cycloaddition for the Construction of beta-Lactam Skeleton with Palladium Catalyst" TETRAHEDRON LETT.Vol 34, No.41. 6553-6556 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H.Tanaka, Y.Kameyama, S.Sumida, and S.Torii: "2-Substituted Penems, New Candidates for Cephalosporinase Inhibitors" Bioorganic & Medicinal Chemistry Letters. Vol.3, No.11. 2253-2254 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H.Tanaka, A.K.M.A.Hai, H.Ogawa, and S.Torii: "Mg/PbBr_2 Bimetal Redox-Promoted Stannation of Propargyl, Allyl, Vinyl, and Aryl Halides" Synlett. No.11. 835-836 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Inokuchi, K.Ping, F.Hamaue, M.Izawa, and S.Torii: "Electrochemical Wacker Type Reaction with a double Mediatory System Consisting of Palladium Complex and Tri(4-bromophenyl)amine" Chemistry Letter. 121-124 (1994)

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

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Published: 1995-03-27  

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