Efficient Preparation of Biaryl Compounds and Its Application
| Project/Area Number |
18590005
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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 | Okayama University |
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Principal Investigator |
ABE Hitoshi Okayama University, Advanced Science Research Center, Associate Professor (70221728)
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| Project Period (FY) |
2006 – 2007
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| Project Status |
Completed (Fiscal Year 2007)
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| Budget Amount *help |
¥3,950,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2007: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2006: ¥2,000,000 (Direct Cost: ¥2,000,000)
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| Keywords | Palladium Reagent / Biaryl Compound / Natural Pruduct Synthesis / Regioselectivity / エラジタンニン / フェニルベンゾエート / パラジウム / 保護基 / ベンゾナフトアミド / 動的速度論的光学分割 / 軸不斉 |
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| Research Abstract |
Biaryl compounds are important building blocks for naturally occurring materials, and the methods for forming carbon-carbon bond between two aromatic rings have been developed for over 100 years. As a classical method, the Ullmann coupling has been a standard transformation to prepare biaryl molecules although this method often requires the vigorous reaction conditions. Additionally, in the Ullmann coupling, there are some difficulties for the synthesis of unsymmetrical biaryl molecules.
For more convenient procedure, Suzuki-Miyaura coupling reaction has widely been utilized for the biaryl synthesis, as well as Stille coupling reaction. For these transformations, the functionalization on both of aromatic rings are necessary, i.e. halogenation on one aromatic ring, and the introduction of boron or tin atom on the other one. However, two aromatic rings, if they are linked with ester or amide group each other, can be coupled using Pd reagent without introduction of the functional group on one aromatic ring. Under such a concept, the intramolecular Pd-mediated biaryl coupling reactions have been developed to synthesize many polycyclic aromatic compounds including some natural products.
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Report
(3 results)
Research Products
(40 results)
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[Journal Article] Syntheses of Ulocladol2006
Author(s)
Abe, H., Fukumoto, T., Nishioka, K., Arai, M., Takeuchi, Y., Harayama, T
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Journal Title
Heterocycles 69
Pages: 217-222
NAID
Description
「研究成果報告書概要(欧文)」より
Related Report
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[Journal Article] Synthesis of Highly Oxygenated Biphenyl Derivative in an Optically Active Form through Palladium-Mediated Intramolecular Biaryl Coupling Reaction
Author(s)
Abe, H., Arai, M., Nishioka, K., Kida, T., Shioe, K., Takeuchi, Y., Harayama, T
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Journal Title
NAID
Description
「研究成果報告書概要(欧文)」より
Related Report
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