Studies on Biomimetic Synthesis of Chloropupukeananin under High-Pressure Conditions and Investigation into High-Pressure Effect in the Diels-Alder reaction
Project/Area Number |
24790025
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Research Category |
Grant-in-Aid for Young Scientists (B)
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Allocation Type | Multi-year Fund |
Research Field |
Chemical pharmacy
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Research Institution | Waseda University (2013) Tokyo University of Science (2012) |
Principal Investigator |
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Project Period (FY) |
2012-04-01 – 2014-03-31
|
Project Status |
Completed (Fiscal Year 2013)
|
Budget Amount *help |
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2013: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2012: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
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Keywords | 有機化学 / 合成化学 / 天然物合成 / Diels-Alder反応 / 超高圧化学 / carbonyl-ene反応 / 生合成模倣 / 全合成 |
Research Abstract |
We have developed the effective synthesis of a bioactive natural product, chloropupukeananin. Since chloropupukeananin possesses a highly-functionalized complex structure, we planned the biomimetic synthesis of chloropupukeananin. Using, chiral vinylallene and MOB as model compounds of biosynthetic precursors, we have achieved the synthesis of model compound of chloropupukeananin by a Diels-Alder/carbonyl-ene reaction cascade under high-pressure conditions and migration of an acyl group. We have also synthesized the key intermediate and fragments of biosynthetic precursors. We have studied the high-pressure Diels-Alder reaction of the biosynthetic intermediate of Lovastatin for the investigation into high-pressure effect in biosynthesis.
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Report
(3 results)
Research Products
(13 results)