The Development of an Environmentally Friendly and Mild Synthesis Method for Furans
| Project/Area Number |
24550055
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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 |
Organic chemistry
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| Research Institution | Hiroshima University |
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Principal Investigator |
KOJIMA Satoshi 広島大学, 理学(系)研究科(研究院), 准教授 (70215242)
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| Project Period (FY) |
2012-04-01 – 2015-03-31
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| Project Status |
Completed (Fiscal Year 2014)
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| Budget Amount *help |
¥5,460,000 (Direct Cost: ¥4,200,000、Indirect Cost: ¥1,260,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2012: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
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| Keywords | フラン / 弱酸 / 第4級炭素 / ジカルボニル化合物 / 環境調和 / 8－フェニルメンチル基 / ジアステレオ選択性 / フラン合成 / 8-フェニルメンチル基 / シスアルケン / 不斉第4級炭素 / 穏和 / 第4級不斉炭素 / 8－フェニルメンチル / βーケトエステル / フッ素化アルコール / 室温 |
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| Outline of Final Research Achievements |
For reactions using 2-benzyloxycarbonylcyclopentanone as the donor and cis-4-oxo-2-pentenal as the acceptor, the Michael addition reaction had been found to occur in the presence of base. However, in the absence of base, furans bearing a quaternary carbon substituent in the 2-position were found to form under the mild temperature condition of room temperature. The furan forming reaction was found to be accelerated in the presence of weak acids such as hexafluoroisopropyl alcohol and benzoic acid. Asymmetric reactions using the 8-phenylmenthyl group as a chiral auxiliary was found to proceed with diastereoselectivity up to 96% de.
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Report
(4 results)
Research Products
(25 results)
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[Journal Article] Impact of Diradical Character on Two-Photon Absorption : Bis(acridine) Dimers Synthesized from an Allenic Precursor2013
Author(s)
Kenji Kamada, Shin-ichi Fuku-en. Shu Minamide, Koji Ohta, Ryohei Kishi, Masayoshi Nakano, Hiroyuki Matsuzaki, Hiroshi Okamoto, Hiroyuki Higashikawa, Katsuya Inoue, Satoshi Kojima, Yohsuke Yamamoto
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Journal Title
Journal of the American Chemical Society
Volume: 135(1)
Issue: 1
Pages: 232-241
DOI
Related Report
Peer Reviewed
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[Journal Article] Synthesis, Characterization and Spectroscopic Analysis of Antiaromatic Benzofused Metalloporphyrin Species2012
Author(s)
S. Sugawara, Y. Hirata, S. Kojima, Y, Yamamoto, E. Miyazaki, K. Takimiya, S. Matsukawa, D. Hashizume, J. Mack, N. Kobayashi, Z. Fu, K. M. Kadish, Y. M. Sung, K. S. Kim, D. Kim
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Journal Title
Chemistry-A European Journal
Volume: 18(12)
Issue: 12
Pages: 3566-3581
DOI
Related Report
Peer Reviewed
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