| Project/Area Number |
22710206
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Single-year Grants |
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| Research Field |
Living organism molecular science
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| Research Institution | Hokkaido University |
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Principal Investigator |
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| Project Period (FY) |
2010 – 2011
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| Project Status |
Completed (Fiscal Year 2011)
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| Budget Amount *help |
¥3,380,000 (Direct Cost: ¥2,600,000、Indirect Cost: ¥780,000)
Fiscal Year 2011: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2010: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
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| Keywords | ブラシリカルジン / 全合成 / S_N2'反応 / 四級不斉炭素 / α-シアノカルバニオン / 共役付加反応 / パーヒドロフェナントレン / ブラシリカルジンA / 分子内共役付加反応 / ニトリル / アジド化 / ハイブリッド型天然物 / 立体選択的反応 / テルペノイド / 環化反応 / 有機銅試薬 / 免疫抑制剤 |
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| Research Abstract |
This research mainly aimed at chemical synthesis of Brasilicardin A, a novel immunosuppressive agent of broad interest. As a result, we developed(i) a new and practical method for stereoselective construction of an all-carbon quaternary stereogenic center on a carbocyclic ring based on regio-and stereoselective S_N2' alkylation reactions ofγ,δ-epoxy-α,β-unsaturated cyclic ketones, and(ii) a stereoselective method for constructing the anti-syn-anti-perhydrophenanthrene skeleton(ABC ring system) of Brasilicardin A, which represents one of the largest obstacles to the total synthesis.
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