2014 Fiscal Year Final Research Report
Synthetic studies on bioactive compounds using Pd-catalyzed stereoselective cyclization
| Project/Area Number |
24580160
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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 |
Bioproduction chemistry/Bioorganic chemistry
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| Research Institution | Shinshu University |
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Principal Investigator |
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| Co-Investigator(Renkei-kenkyūsha) |
HIROTA Mitsuru 信州大学, 学術研究院農学系, 教授 (90199133)
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| Project Period (FY) |
2012-04-01 – 2015-03-31
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| Keywords | 不斉合成 / 天然物 / 生理活性物質 / アミノパラデーション / ピペリジンアルカロイド / カルボニレーション / ラクトン化 / オキシパラデーション |
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| Outline of Final Research Achievements |
Palladium-catalyzed stereoselective cyclization of alkenylamine (aza-palladation) and acylpalladation are very important methodologies for the stereoselective synthesis of natural products. The author wishes to report the results of this study as follows.(1)Synthetic studies on 2,6-piperidine alkaroids: 2,6-cis-Piperidine ring was constructed in good yield and high diastereoselective manner using aza-palladation. This piperidine ring was successfully converted into macrolactone piperidine alkaroid (+)-azimine. 2,6-trans-Piperidine ring was also prepared in good iastereoselective manner using Ir-catalyzed cyclization.(2)Synthetic studies on natural products using acylpalladation: α,β-Unsaturated γ-lactones, (+)-boronolide, (+)-deacetylboronolide, akolactone B, (+)-ancepsenolide were synthesized using acylpalladation. Syntheric studies on eupaglabric acid, sesquiterpen compound, was also performed using acylpalladation.
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| Free Research Field |
生物有機化学
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