2013 Fiscal Year Final Research Report
Development of practical synthetic methods for nitrogen containing heterocyclic compounds by one-pot condensation oxidation process and its application
| Project/Area Number |
23790011
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Chemical pharmacy
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| Research Institution | Osaka University |
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Principal Investigator |
KENICHI Kenichi 大阪大学, 薬学研究科(研究院), 助教 (70532068)
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| Project Period (FY) |
2011 – 2012
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| Keywords | 有機化学 / 複素環化学 |
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| Research Abstract |
Studies of the development of practical synthetic methods for nitrogen containing heterocyclic compounds by one-pot condensation oxidation process and its application have been performed. And following results were obtained.
1) A halogen induced oxidative rearrangement reaction of cyclobutane aminals providing bicyclic amidines was developed. 2) By using the developed method for oxazoles from aldehydes, the proposed structure of leiodolide A, which have significant cytotoxicity, was achieved. 3) Enantioselective bromolactonization of internal alkenoic acids has been achieved by using trisimidazoline catalyst. The synthetic utility of the newly developed process is demonstrated by its application to a concise synthesis of tanikolide, an antifungal marine natural product.
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[Journal Article] Selective Formation of trans/threo/cis and cis/threo/cis bis- Tetrahydrofurans from the Same Diene Diols2014
Author(s)
Fujioka, H.; Oki, T.; Hayashi, T.; Yamakawa, M.; Kurachi, T.; Nakahara, K.; Maehata, R.; Hamada, T.; Murai, K.; Kita, Y
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Journal Title
Heterocycles
Volume: 88
Pages: 1323-1336
Peer Reviewed
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[Journal Article] Asymmetric Total Synthesis of (-)-Stenine and 9a-epi-Stenine2012
Author(s)
Fujioka, H.; Nakahara, K.; Kotoku, N.; Ohba, Y.; Nagatomi, Y.; Wang, T.-L.; Sawama, Y.; Murai, K.; Hirano, K.; Oki, T.; Wakamatsu, S.; Kita, Y
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Journal Title
Chem. Eur. J
Volume: 18
Pages: 13861-13870
Peer Reviewed
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