| Project/Area Number |
22590023
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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 |
Chemical pharmacy
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| Research Institution | Kyoto Pharmaceutical University |
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Principal Investigator |
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| Co-Investigator(Kenkyū-buntansha) |
KOJIMA Naoto 京都薬科大学, 薬学部, 講師 (90420413)
岩崎 宏樹 京都薬科大学, 薬学部, 助教 (70582592)
小関 稔 京都薬科大学, 薬学部, 助教 (40465597)
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| Project Period (FY) |
2010-04-01 – 2013-03-31
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| Project Status |
Completed (Fiscal Year 2013)
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| Budget Amount *help |
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2012: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2011: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2010: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
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| Keywords | 環歪み / シクロプロパン / 骨格変換反応 / 2-オキソ-2H-ピラン-3-カルボン酸 / ビシクロ[3.1.0]ヘキサン-3-カルボン酸 / ジヒドロ-3aH-シクロペンタ[b]フラン / アダンクチンＢ / イリド / 反応機構 / シクロブタン / アダンクチンB / 環開裂 / クマリン |
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| Research Abstract |
A small ring system such as cyclopropane ring and cyclobutane ring is one of the important functional groups to easily ring-open due to their ring strain release in organic synthetic chemistry.
The reaction of alfa-pyrone derivatives which have an electron-withdrawing group at the 3-position with dimethylsulfoxonium methylide was examined. Bicycle[3.1.0]hexane derivatives and cyclopentadihydrofuran derivatives were selectively obtained on the basis of difference between substituent groups on the 5-position of alfa-pyrone. Furthermore, a natural product, adunctin B, was synthesized via a key reaction of coumarin which has an electron-withdrawing group at the 3-position with dimethylsulfoxonium methylide.
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