2022 Fiscal Year Final Research Report
Innovative synthesis for chiral organoboran compounds toward catalyst and medicine
| Project/Area Number |
20K05509
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Review Section |
Basic Section 33020:Synthetic organic chemistry-related
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| Research Institution | Kanazawa University |
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Principal Investigator |
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| Project Period (FY) |
2020-04-01 – 2023-03-31
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| Keywords | 光学活性ボリン酸 / 含窒素複素環カルベン / 触媒的不斉ボリル化 / アミノボロン酸 |
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| Outline of Final Research Achievements |
The asymmetric boronation of imines with copper salts and multi-functionalised NHC ligands with pyridine rings has been investigated. The author has developed multi-functionalized NHCs with pyridine rings. They have been applied to various asymmetric reactions. However, triazolium salts with pyridine rings, which are the precursors of multi-functionalised NHCs, have only been used as organocatalysts. We have investigated the use of triazolium salts with pyridine rings as asymmetric ligands in the asymmetric boronation of imines and succeeded in obtaining α-aminoboric acid derivatives with up to 60% ee. It has also been shown that the pyridine ring has a role in the improvement of the stereoselectivity of the product in this reaction.
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| Free Research Field |
有機化学
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| Academic Significance and Societal Importance of the Research Achievements |
NHCを有機触媒として用いた分子変換反応では，極性転換反応に非常に有効であり，21世紀型の環境に優しい有機合成反応開発へ広く展開可能となることから，本研究は非常に意義深いものである。本研究の学術的な独自性は，申請者が開発したキラルな多点認識型NHC触媒を活用した，ホウ素を含有する医薬品や機能性触媒などを指向した触媒的不斉反応の開発である。触媒的不斉反応へ展開して高立体選択的に光学活性体が得られれば，生物活性が見込める各種化合物の新規合成法を開拓でき，その結果合成される一連の物質はそれぞれが医薬品の新規で効率的な合成法になる。
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