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Development of Chiral Silicon Technology

Research Project

Project/Area Number 17H06235
Research Category

Grant-in-Aid for Challenging Research (Pioneering)

Allocation TypeSingle-year Grants
Research Field Organic chemistry and related fields
Research InstitutionKyushu University

Principal Investigator

Igawa Kazunobu  九州大学, 先導物質化学研究所, 助教 (80401529)

Project Period (FY) 2017-06-30 – 2020-03-31
Project Status Completed (Fiscal Year 2019)
Budget Amount *help
¥26,000,000 (Direct Cost: ¥20,000,000、Indirect Cost: ¥6,000,000)
Fiscal Year 2019: ¥6,370,000 (Direct Cost: ¥4,900,000、Indirect Cost: ¥1,470,000)
Fiscal Year 2018: ¥6,370,000 (Direct Cost: ¥4,900,000、Indirect Cost: ¥1,470,000)
Fiscal Year 2017: ¥13,260,000 (Direct Cost: ¥10,200,000、Indirect Cost: ¥3,060,000)
Keywords有機合成化学 / キラルケイ素分子 / 不斉合成 / 有機ケイ素化学 / 生物活性 / キラルシラカルボン酸誘導体 / キラルシラヒドロインダン誘導体 / キラルテクノロジー / 生物活性物質 / 生理活性物質 / 有機化学
Outline of Final Research Achievements

In this study, we have developed practical asymmetric synthetic methods for chiral silicon molecules having asymmetric silicon atom to open up new chiral technology based on their unique properties. As the results, we have achieved asymmetric synthesis of chiral silacycles, e.g. chiral silacyclopentanes, chiral silaoxane with newly developed asymmetric reactions, and found that some of the derivatives show substantial bioactivity.

Academic Significance and Societal Importance of the Research Achievements

本研究では,多様かつ高度に官能基化されたキラルケイ素分子が合成可能であり,それらに生物活性などの有用な機能が発現することを明らかにした.これらの成果は,医薬品開発や機能性分子開発において限定されてきた「構成元素」を拡張することで,合成可能な分子群が飛躍的に展開されることを示し,今後,有機合成化学を基盤とする多くの研究領域に大きな波及効果をもたらすことが期待される.

Report

(4 results)
  • 2019 Annual Research Report   Final Research Report ( PDF )
  • 2018 Annual Research Report
  • 2017 Annual Research Report
  • Research Products

    (26 results)

All 2020 2019 2018 2017

All Journal Article (4 results) (of which Peer Reviewed: 4 results,  Open Access: 1 results) Presentation (20 results) (of which Int'l Joint Research: 4 results,  Invited: 5 results) Book (1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Ozon Oxidation of Silylalkene: Mechanistic Study and Application for the Synthesis of Silacarboxylic Acid Derivatives2020

    • Author(s)
      K. Igawa, Y. Kawasaki, S. Nozaki, N. Kokan, K. Tomooka
    • Journal Title

      Journal of Organic Chemistry

      Volume: 85 Issue: 6 Pages: 4165-4171

    • DOI

      10.1021/acs.joc.9b03350

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Preparation of Enantioenriched Chiral Organic Molecules by Dynamic Asymmetric Induction from Outer Chiral Source2019

    • Author(s)
      Igawa, K.; Kawasaki, Y.; Ano, Y.; Kashiwagi, T.; Ogawa, K.; Hayashi, J.; Morita, R.; Yoshioka, Y.; Kazuhiro, U.; Tomooka, K.
    • Journal Title

      Chemistry Letters

      Volume: 48 Issue: 7 Pages: 726-729

    • DOI

      10.1246/cl.190170

    • NAID

      130007674910

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Asymmetric Synthesis of Chiral Silicon Molecules and Stereoselective Transformations Thereof2017

    • Author(s)
      井川 和宣
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan

      Volume: 75 Issue: 9 Pages: 898-908

    • DOI

      10.5059/yukigoseikyokaishi.75.898

    • NAID

      130006068822

    • ISSN
      0037-9980, 1883-6526
    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Stereoselectively Functionalized Silacyclopentanes2017

    • Author(s)
      Igawa Kazunobu、Tomooka Katsuhiko、Kuroo Akihiro、Yoshihiro Daisuke、Yamanaka Yuki
    • Journal Title

      Synlett

      Volume: 28 Issue: 18 Pages: 2445-2448

    • DOI

      10.1055/s-0036-1590826

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Presentation] 多官能基化環状ケイ素分子の不斉合成とその応用2020

    • Author(s)
      黒尾明弘,井川和宣,友岡克彦
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] キラルケイ素分子の精密合成とその応用2019

    • Author(s)
      井川和宣
    • Organizer
      熊本大学理学部特別講演会
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] 珍妙なキラリティーを生み出す有機合成2019

    • Author(s)
      井川和宣
    • Organizer
      第9回CSJ化学フェスタ
    • Related Report
      2019 Annual Research Report
    • Invited
  • [Presentation] Asymmetric Synthesis of Chiral Silacyclopentanes2019

    • Author(s)
      Akihiro Kuroo, Kazunobu Igawa, Katsuhiko Tomooka
    • Organizer
      The 9th Junior International Conference on Cutting-Edge Organic Chemistry in Asia
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] キラルシラシクロペンタン類の不斉合成とその生物活性2019

    • Author(s)
      井川和宣,黒尾明弘,吉廣大佑,安部雄介,友岡克彦
    • Organizer
      Molecular Chirality 2019
    • Related Report
      2019 Annual Research Report
  • [Presentation] 生物活性キラルケイ素分子の創製を指向した環状ケイ素分子の不斉合成2019

    • Author(s)
      黒尾明弘,井川和宣,友岡克彦
    • Organizer
      第23回ケイ素化学協会シンポジウム
    • Related Report
      2019 Annual Research Report
  • [Presentation] アルコキシシランとカルボアニオンの求核置換反応によるケイ素-炭素結合形成の立体化学2019

    • Author(s)
      野崎素良,高田純子,重松和樹,宮坂祥司,井川和宣,友岡克彦
    • Organizer
      第23回ケイ素化学協会シンポジウム
    • Related Report
      2019 Annual Research Report
  • [Presentation] Stereoselective Synthesis of Asymmetric Silicon Molecules2019

    • Author(s)
      Kazunobu Igawa
    • Organizer
      IRCCS 2nd International Symposium
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] キラルケイ素分子の不斉合成とその応用2019

    • Author(s)
      井川和宣
    • Organizer
      第6回 新学術領域研究「反応集積化が導く中分子戦略:高次生物機能分子の創製」若手シンポジウム
    • Related Report
      2018 Annual Research Report
  • [Presentation] キラル2-ヒドロキシシラシクロペンタンの環拡大型[1,2]-Brook転位2019

    • Author(s)
      黒尾明弘,井川和宣,友岡克彦
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 立体電子効果を活用した新しいアルキン化学2018

    • Author(s)
      井川和宣
    • Organizer
      化学系協会東北大会有機化学コロキウム
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] 多官能基化されたキラルシラシクロペンタン類の不斉合成2018

    • Author(s)
      黒尾明弘,井川和宣,友岡克彦
    • Organizer
      統合物質創製化学研究推進機構 第4回国内シンポジウム「物質創製化学の多様化と深化」
    • Related Report
      2018 Annual Research Report
  • [Presentation] キラルケイ素分子の化学2018

    • Author(s)
      井川和宣
    • Organizer
      日本化学会新領域研究グループ「有機合成化学を起点とするものづくり戦略」最終研究成果発表シンポジウム
    • Related Report
      2018 Annual Research Report
  • [Presentation] 6th Japan-UK Symposium on Asymmetric Catalysis2018

    • Author(s)
      Kazunobu Igawa, Daisuke Yoshihiro, Akihiro Kuroo, Yusuke Abe, Katsuhiko Tomooka
    • Organizer
      Asymmetric Synthesis of Silacyclopentanes Based on Enantioselective beta- Elimination of Silacyclopentene Oxide
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Asymmetric Synthesis of Highly Functionalized Silacyclopentanes2018

    • Author(s)
      Kazunobu Igawa, Daisuke Yoshihiro, Akihiro Kuroo, Yusuke Abe, Katsuhiko Tomooka
    • Organizer
      IRCCS The 1st International Symposium
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] キラルアルコキシシランに対する有機金属反応剤の求核置換反応2018

    • Author(s)
      井川和宣,野崎素良,高田純子,重松和樹,宮坂祥司,友岡克彦
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] ヘテロ官能基化されたキラルシラシクロペンタン類の不斉合成2018

    • Author(s)
      黒尾明弘,井川和宣,友岡克彦
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] キラルシラシクロペンタンの不斉合成と反応2017

    • Author(s)
      井川和宣,吉廣大佑,黒尾明弘,安部雄介,友岡克彦
    • Organizer
      第28回基礎有機化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] キラルシラシクロペンタンの不斉合成2017

    • Author(s)
      井川和宣,吉廣大佑,黒尾明弘,安部雄介,友岡克彦
    • Organizer
      第44回有機典型元素化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 不斉ケイ素の立体化学制御を基盤とする 新分子の創製と応用2017

    • Author(s)
      井川和宣
    • Organizer
      分子化学研究所特別講演会
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Book] Organosilicon Chemistry: Novel Approaches and Reactions2020

    • Author(s)
      Kazunobu Igawa, Katsuhiko Tomooka
    • Total Pages
      38
    • Publisher
      Wiley
    • ISBN
      9783527344536
    • Related Report
      2019 Annual Research Report
  • [Patent(Industrial Property Rights)] 化合物又はその薬理学上許容される塩、光学活性体、医薬組成物、及び化合物の製造法2018

    • Inventor(s)
      友岡克彦,井川和宣,黒尾明弘,吉廣大佑
    • Industrial Property Rights Holder
      国立大学法人九州大学
    • Industrial Property Rights Type
      特許
    • Filing Date
      2018
    • Related Report
      2017 Annual Research Report

URL: 

Published: 2017-07-21   Modified: 2022-12-28  

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