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Development of New Lewis Base Catalyst based on the Aromaticity of Cyclopropenones

Research Project

Project/Area Number 19K15569
Research Category

Grant-in-Aid for Early-Career Scientists

Allocation TypeMulti-year Fund
Review Section Basic Section 33020:Synthetic organic chemistry-related
Research InstitutionKumamoto University

Principal Investigator

Shimoda Yasushi  熊本大学, 大学院生命科学研究部(薬), 特任助教 (50761350)

Project Period (FY) 2019-04-01 – 2021-03-31
Project Status Completed (Fiscal Year 2020)
Budget Amount *help
¥3,510,000 (Direct Cost: ¥2,700,000、Indirect Cost: ¥810,000)
Fiscal Year 2020: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2019: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywordsシクロプロぺノン / Lewis塩基 / 触媒 / 芳香族化合物 / シクロプロペノン / 有機分子触媒 / 不斉反応 / 芳香族性
Outline of Research at the Start

シクロプロペノン構造は、その特徴的な構造により、高いLewis塩基性を有することが期待される。本研究では、これまで求核触媒として用いられていなかったシクロプロペノン構造に着目し、これまでにない高活性を有する新規触媒の開発を目指す。本研究の発展により、医薬品や機能性物質等の効率的合成法の開発へと発展することが期待される。

Outline of Final Research Achievements

In this study, we focused on cyclopropenones and cycloheptatrienones, which have not been used as catalysts, and showed that they can be used as Lewis base catalysts. In addition, we succeeded in synthesizing catalysts with chiral amine and found that it be used as asymmetric organocatalyst.

Academic Significance and Societal Importance of the Research Achievements

本研究ではこれまで触媒としての利用が行われていなかったシクロプロぺノン類が触媒として機能することを明らかにした。従って、本研究の更なる発展により、医薬品等の有用物質の製造プロセスの効率化につながると期待される。

Report

(3 results)
  • 2020 Annual Research Report   Final Research Report ( PDF )
  • 2019 Research-status Report
  • Research Products

    (3 results)

All 2019

All Journal Article (1 results) (of which Peer Reviewed: 1 results) Presentation (2 results) (of which Int'l Joint Research: 1 results)

  • [Journal Article] Lithium Binaphtholate-Catalyzed Michael Reaction of Malonates with Maleates and Its Application to the Enantioselective Synthesis of Tricarboxylic Acid Derivatives2019

    • Author(s)
      Midori Sakamoto, Tetsuya Kaneko, Yuya Orito, Yasushi Shimoda, Makoto Nakajima
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 67 Issue: 5 Pages: 452-460

    • DOI

      10.1248/cpb.c18-00993

    • NAID

      130007641166

    • ISSN
      0009-2363, 1347-5223
    • Year and Date
      2019-05-01
    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Presentation] Enantioselective Michael Reaction Catalyzed by Lithium Binaphtolate2019

    • Author(s)
      Yasushi Shimoda, Yuto Urishibara, Midori Sakamoto, Makoto Nakajima
    • Organizer
      The 27th French-Japanese Symposium on Medicinal and Fine Chemistry
    • Related Report
      2019 Research-status Report
    • Int'l Joint Research
  • [Presentation] α,β-不飽和アミドを求電子剤としたエナンチオ選択的 Michael 反応の開発2019

    • Author(s)
      下田康嗣、漆原悠人、坂本翠、中島誠
    • Organizer
      Symposium on Molecular Chirality 2019
    • Related Report
      2019 Research-status Report

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Published: 2019-04-18   Modified: 2022-01-27  

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