Development and Application of Methods for Constructing New Skeletons by Use of Ring-Rearrangement Metathesis and Biomimetic Reactions
Project/Area Number |
15K05504
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Research Category |
Grant-in-Aid for Scientific Research (C)
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Allocation Type | Multi-year Fund |
Section | 一般 |
Research Field |
Synthetic chemistry
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Research Institution | Keio University |
Principal Investigator |
Takao Ken-ichi 慶應義塾大学, 理工学部(矢上), 教授 (70287481)
|
Project Period (FY) |
2015-04-01 – 2018-03-31
|
Project Status |
Completed (Fiscal Year 2017)
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Budget Amount *help |
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2017: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2016: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2015: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
|
Keywords | メタセシス / 骨格変換 / 天然物合成 / シクロブテンカルボン酸 / ブテノリド / 生合成模倣反応 / 生物活性天然物 |
Outline of Final Research Achievements |
In the field of synthetic organic chemistry, a revolutionary new strategy is needed to achieve “the ideal synthesis”. From this perspective, we focused on sequential metathesis and developed a novel ring-rearrangement metathesis, which allows the one-pot transformation of a strained cyclobutenecarboxylate into a γ-butenolide. In this study, further applications of the ring-rearrangement metathesis were examined and a biomimetic reaction was used to construct more complex structures of natural products. As a result, we achieved the total synthesis and structural revision of clavilactone D. In addition, we succeeded in the synthesis of a biogenetic precursor of aquatolide.
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Report
(4 results)
Research Products
(13 results)
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[Journal Article] Total Synthesis of Clavilactones2018
Author(s)
Ken-ichi Takao, Kento Mori, Kenya Kasuga, Ryuki Nanamiya, Ayumi Namba, Yuuki Fukushima, Ryuichi Nemoto, Takuma Mogi, Hiroyuki Yasui, Akihiro Ogura, Keisuke Yoshida, Kin-ichi Tadano
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Journal Title
The Journal of Organic Chemistry
Volume: 83
Issue: 13
Pages: 7060-7075
DOI
Related Report
Peer Reviewed
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[Presentation] ゼイラニジンの全合成研究2016
Author(s)
杉本康慎、安田直彦、吉田圭佑、高尾賢一
Organizer
日本化学会第96春季年会
Place of Presentation
同志社大学(京都府・京田辺市)
Year and Date
2016-03-24
Related Report
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[Presentation] アクアトリドの全合成研究2016
Author(s)
山田 愛、福島悠貴、吉田圭佑、高尾賢一
Organizer
日本化学会第96春季年会
Place of Presentation
同志社大学(京都府・京田辺市)
Year and Date
2016-03-24
Related Report
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