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Catalytic Hydroacylatlon using Rhodium Complex

Research Project

Project/Area Number 14572007
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionKyushu University

Principal Investigator

SUEMUNE Hiroshi  Kyushu University, Graduate School of Pharmaceutical Sciences, Professor, 薬学研究院, 教授 (20095897)

Project Period (FY) 2002 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2003: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 2002: ¥2,600,000 (Direct Cost: ¥2,600,000)
KeywordsHydroacylation / rhodium complex / catalytic reaction / double chelation / diene / asymmetric reaction / サリチルアルデヒド / タブルキレーション
Research Abstract

Intermolecular hydroacylation between salicylaldehyde and 1,4-penta-or 1,5-hexadienes by Rh-catalyst proceeded under mild reaction conditions to give a mixture of iso-and normal-hydroacylated products. In the hydroacylation reaction, chelation of both salicylaldehyde and diene to the Rh-complex play a crucial role. The ratio of iso-and normal-hydroacylated products could be regulated by the addition of salicylic acid or amines. The effects of various Rh-complexes, solvents, and additives were examined, and the plausible mechanisms of the catalytic cycle were proposed on the basis of the basis of the deuterium-labeling salicylaldehyde experiments.

Report

(3 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • Research Products

    (8 results)

All Other

All Publications (8 results)

  • [Publications] M.Tanaka, H.Suemune 他7名: "Double-Chelation-Assisted Rh-Catalyzed Intermolecular Hydroacylation"Organic Letters. 5. 1365-1367 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Imai, H.Suemune 他7名: "Double-Chelation-Assisted Rh-Catalyzed Intermolecular Hydroacylation between Salicylaldehydes and 1,4-Penta-or 1,5-Hexadienes"Journal of Organic Chemistry. 69. 1144-1150 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Tanaka, H.Suemune et al.: "Double-Chelation-Assisted Rh-Catalyzed Intermolecular Hydroacylation"Organic Letters. 5. 1365-1367 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Imai, H.Suemune, et al.: "Double-Chelation-Assisted Rh-Catalyzed in termolecular Hydroacylation between Salicylaldehydes and 1,4-Penta-or 1,5-Hexadienes"Journal of Organic Chemistry. 69. 1144-1150 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Tanaka, K.Sakai, H.Suemune: "Asymmetric Rhodium-catalyzed Intramolecular Hydroacylation for Five-membered Ring Keton Formation"Current Organic Chemistry. 7・4. 353-367 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] M.Tanaka, H.Suemue, et al.: "Double-Chelation-Assisted Rh-Catalyzed Intermolecular Hydroacylation"Organic Letters. 5・8. 1365-1367 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] M.Imai, M.Tanaka, H.Suemune: "Souble-Chelation-Assisted Rh-catalyzed Intermolecular Hydroacylation between Salicylaldehydes and 1,4-Penta- or 1,5-Hexadienes"J.Organic Chemistry. 69・4. 1144-1150 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] M.Tanaka, K.Sakai, H.Suemune: "Asymmetric Rhodium-catalyzed Intramolecular Hydroacylation for Five-membered Ring Ketone Formation"Current Organic Chemistry. 7・4. 353-367 (2003)

    • Related Report
      2002 Annual Research Report

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Published: 2002-04-01   Modified: 2016-04-21  

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