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Ruthenium-Catalyzed Hydration of Olefins

Research Project

Project/Area Number 20850034
Research Category

Grant-in-Aid for Young Scientists (Start-up)

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionDoshisha University

Principal Investigator

OE Yohei  Doshisha University, 生命医科学部, 助教 (20512734)

Project Period (FY) 2008 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥1,625,000 (Direct Cost: ¥1,250,000、Indirect Cost: ¥375,000)
Fiscal Year 2009: ¥936,000 (Direct Cost: ¥720,000、Indirect Cost: ¥216,000)
Fiscal Year 2008: ¥689,000 (Direct Cost: ¥530,000、Indirect Cost: ¥159,000)
Keywordsルテニウム / アルコール / 水和反応 / 水 / オレフィン
Research Abstract

Ruthenium-catalyzed hydration reaction of olefins were investigated. Norbornene derivatives can be hydrated by water to give the corresponding norborneol derivatives in moderate to excellent yields. However, the other olefins, such as styrene, allylbenzene, and so on, were not reacted with water in various reaction conditions. Indirect hydration of olefins via addition of carboxylic acid followed by hydorolysis of the resulting ester enabled that 4-allylanisole was converted to 1-(4-methoxyphenyl)propan-2-ol in good yield in one-pot. Although the reaction was not direct hydration but two-step sequence, the starting carboxylic acid can be recovered quantitatively.

Report

(3 results)
  • 2009 Annual Research Report   Final Research Report ( PDF )
  • 2008 Annual Research Report
  • Research Products

    (20 results)

All 2010 2009 2008 2007

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (16 results)

  • [Journal Article] Addition reaction of 2-phenylbenzoic acid onto unactivated olefins catalyzed by Ru(II)-xantphos catalysis2010

    • Author(s)
      Yohei Oe, Tetsuo Ohta, Yoshihiko Ito
    • Journal Title

      Tetrahedron Letters issue21,No.50

      Pages: 2806-2809

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Addition reaction of 2-phenylbenzoic acid onto unactivated olefins catalyzed by Ru(II)-xantphos catalysis2010

    • Author(s)
      Yohei Oe, Tetsuo Ohta, Yoshishiko Ito
    • Journal Title

      Tetrahedron Letters 51(21)

      Pages: 2806-2809

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] ルテニウム触媒を用いたヘテロ求核剤のオレフィンへの付加反応2009

    • Author(s)
      大江洋平, 太田哲男, 伊藤嘉彦
    • Journal Title

      同志社大学理工学研究報告 50巻

      Pages: 94-99

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] 二価のルテニウム錯体を用いたヘテロ求核剤のオレフィンへの付加反応2009

    • Author(s)
      大江洋平, 太田哲男, 伊藤嘉彦
    • Journal Title

      同志社大学理工学研究報告 50

      Pages: 94-99

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Presentation] Addtion Reaction of Heteroatom Nucleophiles onto Olefins with New Xantphos-Ru Complexes2009

    • Author(s)
      Y. Oe, H. Takenaka, S. Higashi, T. Ohta, Y. Ito
    • Organizer
      IKCOC-11
    • Place of Presentation
      京都
    • Year and Date
      2009-11-11
    • Related Report
      2009 Final Research Report
  • [Presentation] Addition Reaction of Heteroatom Nucleophiles onto Olefins with New Xantphos-Ru Complexes2009

    • Author(s)
      Yohei Oe, Hiroto Takenaka, Shoko Higashi, Tetsuo Ohta, Yoshihiko Ito
    • Organizer
      IKCOC-11
    • Place of Presentation
      Rihga Royal Hotel Kyoto, Kyoto, Japan
    • Year and Date
      2009-11-11
    • Related Report
      2009 Annual Research Report
  • [Presentation] ルテニウム触媒を用いるヘテロ求核剤のオレフィンへの付加反応2009

    • Author(s)
      東翔子, 竹中洋登, 大江洋平, 太田哲男
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      京都
    • Year and Date
      2009-09-10
    • Related Report
      2009 Final Research Report
  • [Presentation] ルテニウム触媒を用いるヘテロ求核剤のオレフィンへの付加反応に関する研究2009

    • Author(s)
      東翔子・竹中洋登・大江洋平・太田哲男
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      京都(同志社大学)
    • Year and Date
      2009-09-10
    • Related Report
      2009 Annual Research Report
  • [Presentation] ヘテロ原子の簡便な導入法2009

    • Author(s)
      大江洋平
    • Organizer
      第3回医薬品原料国際展
    • Place of Presentation
      東京(東京ビッグサイト)
    • Year and Date
      2009-07-01
    • Related Report
      2009 Annual Research Report
  • [Presentation] ルテニウム触媒を用いるカルボン酸のオレフィンへの付加反応2009

    • Author(s)
      東翔子, 大江洋平, 竹中洋登, 太田哲男, 伊藤嘉彦
    • Organizer
      第85回日本化学会春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2009-03-29
    • Related Report
      2009 Final Research Report
  • [Presentation] ルテニウム触媒を用いるカルボン酸のオレフィンへの付加反応に関する研究2009

    • Author(s)
      東翔子, 大江洋平, 竹中洋登, 太田哲男, 伊藤嘉彦
    • Organizer
      第85日本化学会春季年会
    • Place of Presentation
      日本大学
    • Year and Date
      2009-03-29
    • Related Report
      2008 Annual Research Report
  • [Presentation] Addition Reaction of Heteroatom Nucleophiles onto Olefins Catalyzed by Ru-Xantphos Complexes2009

    • Author(s)
      Y. Oe, H. Takenaka, S. Higashi, T. Ohta, Y. Ito
    • Organizer
      OMCOS 15, Glasgow
    • Place of Presentation
      UK
    • Related Report
      2009 Final Research Report
  • [Presentation] Addition Reaciton of Heteroatom Nucleophiles onto Olefins Catalyzed by Ru-Xantphos Complexes2009

    • Author(s)
      Yohei Oe, Hiroto Takenaka, Shoko Higashi, Tetsuo Ohta, Yoshihiko Ito
    • Organizer
      OMCOS15
    • Place of Presentation
      Glasgow, UK
    • Related Report
      2009 Annual Research Report
  • [Presentation] 遷移金属触媒を用いたオレフィンへのヘテロ求核剤の付加反応2008

    • Author(s)
      大江洋平
    • Organizer
      第5回触媒相模セミナー(招待講演)
    • Place of Presentation
      相模
    • Year and Date
      2008-11-13
    • Related Report
      2009 Final Research Report
  • [Presentation] 遷移金属触媒を用いたオレフィンへのヘテロ求核剤の付加反応2008

    • Author(s)
      大江洋平
    • Organizer
      第5回触媒相模セミナー(招待講演)
    • Place of Presentation
      東ソー東京センター
    • Year and Date
      2008-11-13
    • Related Report
      2008 Annual Research Report
  • [Presentation] 新規Xantphos-Ru錯体触媒を用いたオレフィンへのヘテロ求核剤の付加反応2008

    • Author(s)
      大江洋平, 太田哲男, 伊藤嘉彦
    • Organizer
      第55回有機金属化学討論会
    • Place of Presentation
      大阪
    • Year and Date
      2008-09-29
    • Related Report
      2009 Final Research Report
  • [Presentation] 新規Xantphos-Ru錯体触媒を用いたオレフィンへのヘテロ求核剤の付加反応2008

    • Author(s)
      大江洋平, 太田哲男, 伊藤嘉彦
    • Organizer
      第55回有機金属化学討論会
    • Place of Presentation
      大阪府立大学
    • Year and Date
      2008-09-29
    • Related Report
      2008 Annual Research Report
  • [Presentation] Asymmetric Intermolecular Cyclization of Olefinic Oxygen Nucleophiles Catalyzed by Transition Metal Complexes2008

    • Author(s)
      Y. Oe, Y. Kataoka, A. Honda, T. Ohta, I. Furukawa, Y. ito
    • Organizer
      ISIS-5
    • Place of Presentation
      神戸
    • Year and Date
      2008-09-06
    • Related Report
      2009 Final Research Report
  • [Presentation] Asymmetric Intramolecular Cyclization of Olefinic Oxygen Nucleophiles Catalyzed by Transition Metal Complexes2008

    • Author(s)
      Yohei OE, Yohei KATAOKA, Akio HONDA, Tetsuo OHTA, Isao FURUKAWA, Yoshihiko ITO
    • Organizer
      The Fifth International Symposium on Integrated Synthesi (ISIS-5)
    • Place of Presentation
      神戸
    • Year and Date
      2008-09-06
    • Related Report
      2008 Annual Research Report
  • [Presentation] ヘテロ原子の簡便な導入法2007

    • Author(s)
      大江洋平
    • Organizer
      第3回医薬品原料国際展
    • Place of Presentation
      東京
    • Year and Date
      2007-07-01
    • Related Report
      2009 Final Research Report

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Published: 2008-04-01   Modified: 2016-04-21  

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