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Synthesis of Enantio-enriched Organosilane and Its Application

Research Project

Project/Area Number 19350019
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionKyushu University

Principal Investigator

TOMOOKA Katsuhiko  Kyushu University, 先導物質化学研究所, 教授 (70207629)

Co-Investigator(Kenkyū-buntansha) 井川 和宣  九州大学, 先導物質化学研究所, 助教 (80401529)
Co-Investigator(Renkei-kenkyūsha) IGAWA Kazunobu  九州大学, 先導物質化学研究所, 助教 (80401529)
Project Period (FY) 2007 – 2008
Project Status Completed (Fiscal Year 2008)
Budget Amount *help
¥18,070,000 (Direct Cost: ¥13,900,000、Indirect Cost: ¥4,170,000)
Fiscal Year 2008: ¥8,580,000 (Direct Cost: ¥6,600,000、Indirect Cost: ¥1,980,000)
Fiscal Year 2007: ¥9,490,000 (Direct Cost: ¥7,300,000、Indirect Cost: ¥2,190,000)
Keywords有機元素化学 / 不斉ケイ素化学 / 不斉合成
Research Abstract

多様な光学活性有機ケイ素化合物の不斉合成素子として重要なキラルシラノール類の不斉合成法について検討し, ジアステレオ選択的手法とエナンチオ選択的手法を開発した. また, 本法で得られる光学活性なキラルシラノールの立体特異的な官能基変換法の開発に成功した. さらに, ビニルシラン類のオゾン酸化によるアシルシラン合成法を開発した. 一方, 面不斉を賦与したキラルケイ素化合物の創製についても検討し, その合成と立体化学挙動の解明に成功した.

Report

(3 results)
  • 2008 Annual Research Report   Final Research Report ( PDF )
  • 2007 Annual Research Report
  • Research Products

    (20 results)

All 2009 2008 Other

All Journal Article (5 results) (of which Peer Reviewed: 2 results) Presentation (12 results) Remarks (2 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Partial Oxydation of Alkenylsilane with Ozone: A Novel Stereoselective Approach for the Diol-and Triol-derivatives2008

    • Author(s)
      Igawa Kazunobu ; Sakita Kyohei ; Murakami Masanori ; Tomooka Katsuhiko
    • Journal Title

      Synthesis

      Pages: 1641-1645

    • Related Report
      2008 Final Research Report
  • [Journal Article] Stereoselective 1,4-Phenyl Migration from Silicon to Carbon in α-Siloxy Cyclic Acetal Systems: A Concise Synthesis of 1,2-cis Phenyl C-Glycoside and Enantioenriched Silanol2008

    • Author(s)
      Nakazaki Atsuo ; Usuki Junji ; Tomooka Katsuhiko
    • Journal Title

      Synlett

      Pages: 2064-2068

    • Related Report
      2008 Final Research Report
  • [Journal Article] Enantioselective Synthesis of Silanol2008

    • Author(s)
      Igawa Kazunobu ; Takada Junko ; Shimono Tomohiro ; Tomooka Katsuhiko
    • Journal Title

      J. Am. Chem. Soc. 130

      Pages: 16132-16133

    • Related Report
      2008 Final Research Report
  • [Journal Article] Stereoselective 1, 4-Phenyl Migration from Silicon to Carbon in α-Siloxy Cyclic Acetal Systems : A Concise Synthesis of 1, 2-cis Phenyl C-Glycoside and Enantioenriched Silanol2008

    • Author(s)
      Nakazaki Atsuo, Usuki Junji, Tomooka Katsuhiko
    • Journal Title

      Synlett なし

      Pages: 2518-2522

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Enantioselective Synthesis of Silanol2008

    • Author(s)
      Igawa Kazunobu, Takada Junko, Shiraono Tomohiro, Tomooka Katsuhiko
    • Journal Title

      J. Am. Chem. Soc. 130

      Pages: 16132-16133

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Presentation] 面不斉を有する環状ジアルコキシシランの合成とその反応2009

    • Author(s)
      宮坂祥司, 本村彰悟, 井川和宣, 友岡克彦
    • Organizer
      日本化学会 第89春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2009-03-29
    • Related Report
      2008 Final Research Report
  • [Presentation] アルケニルシランのオゾン酸化 : カルボキシシランエステルの新規合成法2009

    • Author(s)
      井川和宣, 友岡克彦, 古閑直人
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2009-03-29
    • Related Report
      2008 Annual Research Report 2008 Final Research Report
  • [Presentation] シラノールの保護・活性化基の開発2009

    • Author(s)
      三宅裕樹, 平島亮一, 井川和宣, 友岡克彦
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2009-03-29
    • Related Report
      2008 Annual Research Report 2008 Final Research Report
  • [Presentation] 面不斉を有する環状ジアルコキシシランの合成とその反応2009

    • Author(s)
      宮坂祥司, 本村彰悟, 井川和宣, 友岡克彦
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2009-03-29
    • Related Report
      2008 Annual Research Report
  • [Presentation] Enantioselective Synthesis of Chiral Silanol : Asymmetric Nucleophilic Substitution Reaction of Achiral Dialkoxysilane2008

    • Author(s)
      Igawa Kazunobu ; Takada Junko ; Shimono Tomohiro ; Tomooka Katsuhiko
    • Organizer
      Chemistry of Organic & Polymer Materials for Ubiquitous ICT
    • Place of Presentation
      福岡
    • Year and Date
      2008-12-21
    • Related Report
      2008 Annual Research Report 2008 Final Research Report
  • [Presentation] キラルカルボキシシランの不斉合成2008

    • Author(s)
      古閑直人, 井川和宣, 友岡克彦
    • Organizer
      有機合成化学協会 九州山口支部 第20回若手研究者のためのセミナー
    • Place of Presentation
      福岡
    • Year and Date
      2008-12-13
    • Related Report
      2008 Final Research Report
  • [Presentation] A Novel Facet of Ozone Oxidation : Addition-type Oxidation of Alkene2008

    • Author(s)
      Igawa Kazunobu ; Murakami Masanori ; Sakita Kyohei ; Kawasaki Yuuya ; Tomooka Katsuhiko
    • Organizer
      The 9th International Symposium on Organic Reactions
    • Place of Presentation
      台湾
    • Year and Date
      2008-11-22
    • Related Report
      2008 Final Research Report
  • [Presentation] アルケンの新規付加型酸化 : アルケニルシランのオゾン酸化2008

    • Author(s)
      井川和宣, 崎田享平, 村上正徳, 河崎悠也, 友岡克彦
    • Organizer
      第50回天然有機化合物討論会
    • Place of Presentation
      福岡
    • Year and Date
      2008-10-01
    • Related Report
      2008 Final Research Report
  • [Presentation] キラルカルボキシシランの不斉合成2008

    • Author(s)
      古閑直人, 井川和宣, 友岡克彦
    • Organizer
      第45回化学関連支部合同九州大会
    • Place of Presentation
      北九州
    • Year and Date
      2008-07-05
    • Related Report
      2008 Annual Research Report
  • [Presentation] キラルカルボキシシランの合成とその反応2008

    • Author(s)
      古閑直人, 井川和宣, 友岡克彦
    • Organizer
      日本化学会第88春季年会
    • Place of Presentation
      東京
    • Year and Date
      2008-03-27
    • Related Report
      2008 Final Research Report 2007 Annual Research Report
  • [Presentation] アルケニルシランのオゾン酸化 : α-シリルペルオキシケトンの合成とその反応2008

    • Author(s)
      河崎悠也, 井川和宣, 友岡克彦
    • Organizer
      日本化学会第88春季年会
    • Place of Presentation
      東京
    • Year and Date
      2008-03-27
    • Related Report
      2008 Final Research Report
  • [Presentation] 非天然型キラル小分子の化学2008

    • Author(s)
      友岡克彦
    • Organizer
      近畿化学協会有機金属部会第4回例会
    • Place of Presentation
      大阪
    • Year and Date
      2008-02-01
    • Related Report
      2008 Final Research Report
  • [Remarks]

    • URL

      http://www.cm.kyushu-u.ac.jp/tomooka/tomooka/Top%20Page.html

    • Related Report
      2008 Final Research Report
  • [Remarks]

    • URL

      http://www.cm.kyushu-u.ac.jp/tomooka/tomooka/Top%20Page.html

    • Related Report
      2008 Annual Research Report
  • [Patent(Industrial Property Rights)] シラノール類とその中間体及びその製造方法並びにアルコール類の製造方法2008

    • Inventor(s)
      友岡克彦, 井川和宣, 齊藤大介
    • Acquisition Date
      2008-10-17
    • Related Report
      2008 Final Research Report

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Published: 2007-04-01   Modified: 2016-04-21  

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