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Novel Synthesis of 5 and 6-membered Cyclic Ketones by Highly selective Photoaddition Reactions of Acylgermanes

Research Project

Project/Area Number 02640397
Research Category

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

Allocation TypeSingle-year Grants
Research Field 有機化学一般
Research InstitutionKochi University

Principal Investigator

KIYOOKA Syun-ichi  Kochi University Faculty of Science Professor, 理学部, 教授 (00036584)

Project Period (FY) 1990 – 1991
Project Status Completed (Fiscal Year 1991)
Budget Amount *help
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1991: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1990: ¥1,700,000 (Direct Cost: ¥1,700,000)
KeywordsOrganogermanium / Cyclic Ketone Synthesis / Photoaddition / Organic Synthesis / 5員環および6員環ケトン / アシルゲルマン / 光環化反応 / βーゲルミルケトン
Research Abstract

There has been rapid development of a large number of remarkable organic reactions with functionalized silicon reagents. In contrast, development of germanium chemistry has been quite restricted. The utilization of organogermanium compounds in organic synthesis has begun to generate considerable interest. The photochemical reactions characteristic of acylgermanes can be of interest as a novel means of generating acyl radicals. Acylgermanes are useful photoprecursors to acyl radicals and can be used in the synthesis of novel cyclic ketones having germyl groups.
The photochemical intramolecular cyclization reactions of acylgermanes proceed efficiently. In conclusion 5-exo-trig and 6-exo-trig modes of cyclization are apparently favored in these photochemical intramolecular cyclization reactions of acylgermanes. The chemistry offers a novel and effective method for the 5 and 6-membered ring ketones.
Some subsequential carbon-carbon bond formation reactions using the triphenylgermyl functionality in these reactions are being developed.

Report

(3 results)
  • 1991 Annual Research Report   Final Research Report Summary
  • 1990 Annual Research Report
  • Research Products

    (4 results)

All Other

All Publications (4 results)

  • [Publications] S.Kiyooka,Y.Kaneko,H.Matsue,M.Hamada: "Photochemical Intramolecular Cyclization Reactions of Acylgermanes" Journal of Organic Chemistry. 55. 5562-5564 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] S. Kiyooka, Y. Kaneko, H. Matsue, M. Hamada, and R. Fujiyama: "Photochemical Intramolecular Cyclization Reactions of Acylgermanes" J. Org. Chem.55. 5562 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] S.Kiyooka,Y.Kaneko,H.Matsue,M.Hamada: "Photochemical Intramolecular Cyclization Reactions of Acylgermanes" Journal of Orgamic Chemistry. 55. 5562-5564 (1990)

    • Related Report
      1991 Annual Research Report
  • [Publications] Syunーichi Kiyooka,Yuichi Kaneko,and Hideaki Matsue: "Photochemical Intramolecular Cyclization of Acylgermanes" Journal of Organic Chemistry. 55. 5562-5564 (1990)

    • Related Report
      1990 Annual Research Report

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Published: 1990-04-01   Modified: 2016-04-21  

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