2010 Fiscal Year Final Research Report
Development of Synthetic Method for New Polycyclic Compounds based on Rearrangements of Quinone-fused Epoxy Ketones
| Project/Area Number |
20550040
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Osaka University |
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Principal Investigator |
OSHIMA Takumi Osaka University, 工学研究科, 教授 (40107082)
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| Project Period (FY) |
2008 – 2010
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| Keywords | キノン / ホモキノン / エポキシド / 酸触媒 / 転位反応 / 多環状化合物 / 隣接基関与 / 反応速度 |
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| Research Abstract |
Highly strained quinone-fused epoxy ketones were synthesized via 1,3-dipolar cycloaddition of diaryldiazomethanes with quinones followed by epoxidation. These compounds underwent the acid-catalyzed epoxide ring cleavage associated with the transannular cyclization of endo-π-aryl group to afford several new polycyclic compounds. This synthetic strategy may be successfully applied for the other small-ring fused quinones in view of building a library of new polycyclic compounds.
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