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2010 Fiscal Year Final Research Report

Preparation of novel beta-lactam derivatives using efficient leaving group

Research Project

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Project/Area Number 20590005
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

KOKETSU Mamoru  Gifu University, 工学部, 教授 (50178208)

Project Period (FY) 2008 – 2010
Keywordsβ-ラクタム / セレン / グラブズ試薬 / ヘテロ環化合物
Research Abstract

Recently, there is a tremendous amount of preparation of selenium-containing compounds because of not only interesting reactivity but also biological activity. In this study, we have developed novel selenating reagent prepared by the reaction of potassium p-methylselenobenzoate with 2-bromoethyl-trimethylsilane. Novel selenium-containing β-lactams were efficiently prepared by the reaction of alkenes and alkynes with Grubbs 2^<nd> gen. catalyst. And also the β-lactams were obtained via the regioselective iodocyclization reaction from corresponding alkyne- and alkane-selenoureas. The synthesis of higher-membered selenium heterocycles such as seven- and eight-membered selenium-containing heterocycles has hardly been reported yet.

  • Research Products

    (8 results)

All 2011 2010 2009 2008 2007 Other

All Journal Article (7 results) (of which Peer Reviewed: 7 results) Remarks (1 results)

  • [Journal Article] Synthetic approaches to selenacephams and selenacephems via a cleavage of diselenide and selenium anion2011

    • Author(s)
      D.R.Garud, M.Makimura, M.Koketsu
    • Journal Title

      New J.Chem. 35

      Pages: 581-586

    • Peer Reviewed
  • [Journal Article] Selenium-containing bicyclic β-lactams2010

    • Author(s)
      D.R, Garud, M.Ninomiya, M.Koketsu
    • Journal Title

      Heterocycles 81

      Pages: 2439-2463

    • Peer Reviewed
  • [Journal Article] Facile synthesis of selenium-containing bicyclic β-lactams through enyne metathesis2010

    • Author(s)
      D.B.Banker, M.Koketsu
    • Journal Title

      Eur.J.Org.Chem.

      Pages: 2742-2745

    • Peer Reviewed
  • [Journal Article] Synthesis of selenium-containing bicyclic β-lactams via alkene metathesis2009

    • Author(s)
      D.R.Garud, D.D.Garud, M.Koketsu
    • Journal Title

      Org.Biomol.Chem. 7

      Pages: 2591-2598

    • Peer Reviewed
  • [Journal Article] Synthesis of 2-selenoxoperhydro-1, 3-selenazin-4-ones via diselenocarbamate intermediates2009

    • Author(s)
      D.R.Garud, N.Tanahashi, M.Ninomiya, M.Koketsu
    • Journal Title

      Tetrahedron 65

      Pages: 4775-4780

    • Peer Reviewed
  • [Journal Article] Synthesis of 3-selena-1-dethiacephems and selenazepines via iodocyclization2008

    • Author(s)
      D.R.Garud, M.Koketsu
    • Journal Title

      Org.Lett. 10

      Pages: 3319-3322

    • Peer Reviewed
  • [Journal Article] Synthesis of novel selenapenams, selenacephems and selenazepines using 2-(trimethylsilyl)ethyl protection approach2007

    • Author(s)
      D.R.Garud, H.Ando, Y.Kawai, H.Ishihara, M.Koketsu
    • Journal Title

      Org.Lett. 9

      Pages: 4455-4458

    • Peer Reviewed
  • [Remarks] ホームページ等

    • URL

      http://www1.gifu-u.ac.jp/~ms2/flame_j.htm

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Published: 2012-01-26   Modified: 2016-04-21  

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