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2012 Fiscal Year Final Research Report

Development of Cleavage Reactions of C-O and N-S Bonds Promoted by Novel Low-Valent Titanium Reagents and Their Synthetic Applications

Research Project

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Project/Area Number 22550103
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionKanagawa University

Principal Investigator

OKAMOTO Sentaro  神奈川大学, 工学部, 教授 (00201989)

Project Period (FY) 2010 – 2012
Keywords選択的合成・反応 / 低原子価チタニウム
Research Abstract

In this research on low-valent titanium-promoted C-O and N-S bondcleavage reactions, radical reductive ring-opening reaction of epoxides includingstereoselective reactions and S-N bond cleavage of sulfonamides and sulfonylesters havebeen developed. In addition, novel valence-selective generation of low-valent titanium,radical ring-opening of oxetanes and reductive McMurry-type coupling reaction have beendiscovered.

  • Research Products

    (11 results)

All 2013 2012 2011 2010 Other

All Journal Article (3 results) (of which Peer Reviewed: 3 results) Presentation (7 results) Remarks (1 results)

  • [Journal Article] Non-Cp Titanium Alkoxide-Based Homolytic Ring-Opening of Epoxides by An Intramolecular Hydrogen Abstraction in beta-Titanoxy Radical Intermediates2011

    • Author(s)
      Tsuyoshi Kawaji, Noriaki Shoji, Kenji Miyashita, Sentaro Okamoto
    • Journal Title

      Chemical Communications

      Volume: Vol.47 Pages: 7857-7859

    • Peer Reviewed
  • [Journal Article] Ti(O-i-Pr)4/Me3SiCl/Mg-Mediated Reductive Cleavage of Sulfonamides and Sulfonates To Amines and Alcohols2011

    • Author(s)
      Noriaki Shohji, Tsuyoshi Kawaji, SentaroOkamoto
    • Journal Title

      Organic Letters

      Volume: Vol. 13 Pages: 2626-2629

    • Peer Reviewed
  • [Journal Article] McMurry coupling of aryl aldehydes and imino pinacol coupling mediated byTi(O-i-Pr)4/MeSiCl/Mg reagent2010

    • Author(s)
      Sentaro Okamoto, Jing-Qian He, Chihaya Ohno, Yuhji Oh-iwa, and Yuhki Kawaguchi
    • Journal Title

      Tetrahedron Letters

      Volume: Vol. 51 Pages: 387-390

    • Peer Reviewed
  • [Presentation] Titanatraneを触媒とするオキセタンのラジカル還元2013

    • Author(s)
      竹腰直人・宮下賢司・松野千加士・岡本専太郎
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀
    • Year and Date
      20130300
  • [Presentation] 低原子価チタン反応剤によるオキセタンのラジカル還元反応2012

    • Author(s)
      竹腰直人・正路則朗・松野千加士・岡本専太郎
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      神奈川
    • Year and Date
      20120300
  • [Presentation] Ti(O-i-Pr)4/MeSiCl/Mgを用いる合成反応の開発2011

    • Author(s)
      正路則明・河治健・岡本専太郎
    • Organizer
      第100回有機合成シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      20111100
  • [Presentation] 低原子価チタンによるスルホンアミドの還元的解裂反応とその機構2011

    • Author(s)
      正路則明・河治健・岡本専太郎
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      20110300
  • [Presentation] 低原子価チタンによるエポキシドの還元反応とその機構2011

    • Author(s)
      相坂真仁・宮下賢司・正路則朗・河治健・岡本専太郎
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      20110300
  • [Presentation] Ti(O-i-Pr)4/Me3SiCl/Mg-mediated reductive cleavage of sulfonyl amides and esters to amines or alcohols with thiols2010

    • Author(s)
      S. Okamoto, N. Sho-ji, T. Kawaji, C.Matsuno
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      USA, Hawaii
    • Year and Date
      20101200
  • [Presentation] Ti(II)反応剤によるエンイノール誘導体のメタロエン型環化反応の展開2010

    • Author(s)
      長谷川祐介・林直斗・松野千加士・岡本専太郎
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      大阪
    • Year and Date
      20100300
  • [Remarks] 研究室

    • URL

      http://apchem2.kanagawa-u.ac.jp/~okamotolab/index.html

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Published: 2014-08-29   Modified: 2014-09-05  

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