New Synthetic Strategy for Carbonyl Compounds Based on Palladium Enolate Umpolung
| Project/Area Number |
15K05501
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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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| Research Field |
Synthetic chemistry
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| Research Institution | Osaka University |
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Principal Investigator |
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| Research Collaborator |
MOHANTA Suman C.
SAWADA Kazuya
NOMOTO Yuya
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| Project Period (FY) |
2015-04-01 – 2019-03-31
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| Project Status |
Completed (Fiscal Year 2018)
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| Budget Amount *help |
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2017: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2015: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
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| Keywords | パラジウム触媒 / エノラート / 極性転換 / カルボニル化合物 / パラジウム |
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| Outline of Final Research Achievements |
Palladium enolates are known not to exhibit any reactivity toward a nucleophile but to react with an electrophile. Nucleophilic interception of the palladium enolate is therefore promising to be a powerful synthetic method of functionalized carbonyl compounds. Through the present study, new catalytic reactions based on palladium enolate umpolung have been successfully developed, which provide an efficient route to valuable bicyclic carbonyl compounds from readily available substrates. These processes involve ring-closing carbon-carbon bond formation and subsequent nucleophilic attack at the resulting palladium enolate intermediate.
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| Academic Significance and Societal Importance of the Research Achievements |
アミノ酸を代表とするカルボニル化合物は、医薬品や農薬など様々な製品に利用されている重要な化合物群である。本研究では、今までは進行しないと思われてきたプロセスが条件次第では達成できることを見出した。この成果を基にすれば、現代社会を支えるカルボニル化合物製品の開発において、反応剤の選択肢を大幅に広げるだけでなく新しい合成戦略の提案にも繋げられ、製造コストの削減や製造時の安全性向上といった改善が期待できる。
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Report
(5 results)
Research Products
(52 results)
