2014 Fiscal Year Final Research Report
Development of straightforward synthetic methods of poly-functionalized molecules and continuous reactions with single reagents or solvents
| Project/Area Number |
24550124
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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 Institute of Technology |
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Principal Investigator |
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| Project Period (FY) |
2012-04-01 – 2015-03-31
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| Keywords | 直截合成法 / 生物活性物質 / 全合成 / ゲラニル-レゾルシノール / 含臭素アセトゲニン / 立体特異的環縮小反応 / シクロペンチルメチルエーテル / ワンポット反応 |
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| Outline of Final Research Achievements |
With an aim to discover straightforward synthetic routes of highly functionalized bioactive molecules and to develop novel continuous reactions with single solvents or reagents, the following researches were conducted. Firstly, divergent total syntheses of geranyl resorcylates derived from the fruiting bodies of Hericium erinaceum were achieved by employing a CuBr2-mediated one-pot multi-functionalization reaction as a key reaction. Secondly, a straightforward synthetic route of cis-fused bicyclic ethers with a stereospecific ring contraction reaction was developed. This synthetic method was extended to the synthesis of brominated acetogenins derived from Laurencia species. Thirdly, applicability of cyclopentyl methyl ether (CPME) as a radical reaction solvent was assessed. The research led to the development of a highly efficient one-pot reaction consisting of a radical addition, a cross coupling, and an organometallic addition with CPME as a single reaction solvent.
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| Free Research Field |
天然物合成化学
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