Application of hybrid catalysis-mediated multi-component coupling reactions for efficient construction of densely functionalized natural products

2021 Fiscal Year Final Research Report

• Project Area: Hybrid Catalysis for Enabling Molecular Synthesis on Demand
• Project/Area Number: 17H06452
• Research Category: Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: The University of Tokyo
• Principal Investigator: Inoue Masayuki 東京大学, 大学院薬学系研究科(薬学部), 教授 (70322998)
• Project Period (FY): 2017-06-30 – 2022-03-31
• Keywords: ハイブリッド触媒 / 触媒・化学プロセス / 合成化学 / 全合成 / 天然物

Outline of Final Research Achievements

We utilized multicomponent coupling reactions to assemble densely functionalized natural products. We developed hybrid catalysis-mediated cross-coupling, two- and three-component radical reactions, radical dimerization, photoredox-catalyzed radical cyclization, and two-component TiO2-mediated radical reactions to streamline the convergent syntheses of highly complex structures. These new strategies and tactics enabled us to minimize the functional group transformations, thereby simplifying the synthetic routes to the target structures. Consequently, we achieved the concise and efficient total syntheses of a diverse collection of densely functionalized natural products, including anticancer agent taxol. Since synthetic organic chemistry is a key science and technology for the development of new pharmaceuticals, the achievements of this project will have a significant impact on chemistry, biology, and pharmaceutical sciences.

Free Research Field

天然物合成化学、生物有機化学

Academic Significance and Societal Importance of the Research Achievements

官能基密集型天然物の効率的全合成を可能にする、数多くの新反応・新戦略を開発した。開発した収束的合成戦略は複雑な分子構造を1工程で構築できるため、新しい逆合成解析を可能とし、官能基密集型天然物の迅速な全合成に寄与し、分子の形状を自由自在に操ることができる有機合成化学を進歩させる。有機合成化学は、革新的な医薬品創出のための基幹科学技術であるため、本成果は薬学・医学・生物学などの広範な科学技術・公衆衛生分野に大きな影響を与える。