Environmentally friendly selectivity control of enyne metathesis utilizing hydrogen-bonding interaction
| Project/Area Number |
23590012
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Tokyo University of Science (2013)
Kumamoto University (2011-2012) |
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Principal Investigator |
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| Co-Investigator(Kenkyū-buntansha) |
KURIHAR Seiji 熊本大学, 大学院自然科学研究科(工), 教授 (50225265)
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| Project Period (FY) |
2011 – 2013
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| Project Status |
Completed (Fiscal Year 2013)
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| Budget Amount *help |
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2013: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2012: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2011: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
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| Keywords | エン-インメタセシス / 置換基効果 / タンデム反応 / 選択性制御 / エン-インメタセシス反応 / 水素結合 / 方向性制御 / エン－インメタセシス |
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| Research Abstract |
We found that an allylic hydroxy group can activate the adjacent olefin in Ru-alkylidene catalyzed enyne metathesis. The substituent effect could be switched ON/OFF by protection or non-protection of the hydroxy group. By using the switching of the substituent effect, direction control of tandem enyne metathesis of dienynes has been accomplished. The generality of the direction-controlled tandem enyne metathesis was proven by applying to various enyne compounds. Since mechanistic studies suggested that the activation effect of an allylic hydroxy group arises from hydrogen-bonding interaction between the substrate and catalyst, direction control of the tandem enyne metathesis by regulating the hydrogen-bonding interaction was investigated. In this stage, the distinct direction control has not been accomplished completely, but the possibility was shown.
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Report
(4 results)
Research Products
(29 results)
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[Journal Article] α-1-C-Butyl-1,4-dideoxy-1,4-imino-L-arabi nitol as a Second-Generation Iminosugar-Based Oral alfa-Glucosidase Inhibitor for Improving Postprandial Hyperglycemia2012
Author(s)
Atsushi Kato, Erina Hayashi, Saori Miyauchi, Isao Adachi, Tatsushi Imahor i, Yoshihiro Natori, Yuichi Yoshimura, Robert J. Nash, Hideyuki Shimaoka, Izumi Nakagome, Jun Koseki, Shuichi Hirono, Hiroki Takahata
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Journal Title
J. Med. Chem
Volume: 55
Pages: 10347-10362
Related Report
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[Journal Article] α-1-C-Butyl-LAB as a second-generation iminosugar-based oral α-glucosidase inhibitor for improving postprandial hyperglycemia.2012
Author(s)
Kato, A., Hayashi, E., Miyauchi, S., Adachi, I., Imahori, T., Natori, Y., Yoshimura, Y., Nash, R. J., Shimaoka, H., Nakagome, I., Koseki, J., Hirono, S., Takahata, H.
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Journal Title
J. Med. Chem.
Volume: 55 (23)
Issue: 23
Pages: 10347-10362
DOI
Related Report
Peer Reviewed
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