New developments of the asymmetric reactions mediated by chiral phosphoric acid and derivatives

2020 Fiscal Year Final Research Report

• Project/Area Number: 17H03060
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Synthetic chemistry
• Research Institution: Gakushuin University
• Principal Investigator: Akiyama Takahiko 学習院大学, 理学部, 教授 (60202553)
• Project Period (FY): 2017-04-01 – 2020-03-31
• Keywords: 不斉合成 / 有機分子触媒 / インドール / キラルブレンステッド酸 / 選択的合成 / 還元反応 / 反応開発 / 不斉触媒反応

Outline of Final Research Achievements

We have developed catalyzed enantioselective reactions by means of chiral phosphoric acid, such as 1) Friedel-Crafts alkylation reactions of pyrrole with N-H CF3 ketimines, 2) Friedel-Crafts alkylation reaction of indole with nitroalkene, 3) dehydrohydrogenation of 2-indolylalcohols, 4) reduction of nitroarenes by use of benzothiazoline and its application to enantioselective synthesis of 2-aryltetrahydroquinoline, 5) [3+2] cycloaddition reaction, and 5) internal redox reaction.

Free Research Field

有機合成化学

Academic Significance and Societal Importance of the Research Achievements

新たな不斉触媒反応の開発は，新たな医薬品の合成さらには製造段階において用いられる可能性もあり重要な研究課題の一つである。本研究の成果も，遷移金属を用いることなく，有用な化合物の合成につながり，有意義であると考えられる。