Efficient Asymmetric Synthesis of Significant Compounds by Cooperative Catalysis

2022 Fiscal Year Final Research Report

• Project/Area Number: 20H03371
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Review Section: Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related
• Research Institution: Microbial Chemistry Research Foundation
• Principal Investigator: Shibasaki Masakatsu 公益財団法人微生物化学研究会, 微生物化学研究所, 所長 (30112767)
• Project Period (FY): 2020-04-01 – 2023-03-31
• Keywords: 不斉触媒 / ニトリル / アルドール反応 / 天然物合成

Outline of Final Research Achievements

This research aims the development of efficient asymmetric catalysts that serve multiple functions simultaneously to promote carbon-carbon bond-forming reactions with perfect atom economy. It also targets the application of the developed reactions to practical catalytic asymmetric syntheses of biologically significant natural compounds and pharmaceuticals. Due to their latent utility in chemical synthesis, previously intractable amides and nitriles are mainly selected as pronucleophiles. The research project has succeeded in developing several new catalytic asymmetric carbon-carbon bond-forming reactions, allowing for expeditious access to the enantioenriched building blocks useful for industrial applications. These results have highlighted an advantage of cooperative asymmetric catalysis for chemical synthesis with low environmental impact.

Free Research Field

化学系薬学

Academic Significance and Societal Importance of the Research Achievements

ごく少量の不斉源により大量の目的化合物の分子骨格を化学的かつ光学的に純粋に構築できる触媒的不斉反応は，立体制御が必須な医薬品合成において理想的かつ強力なテクノロジーである。反応促進に注力した試薬援用型の研究スタイルとは一線を画し，本研究では触媒の設計により基質の低反応性を克服するアプローチを徹底することで試薬由来の廃棄物副生を徹底排除した化学合成を実践してきた。本研究で開発した一連の触媒的不斉反応は有用医薬品類の効率的短工程合成へと繋がり得る学術的成果である。