Development of Stereoselective Formation of Carbon-Halogen Bonds
Project/Area Number |
24655032
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Research Category |
Grant-in-Aid for Challenging Exploratory Research
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Allocation Type | Single-year Grants |
Research Field |
Organic chemistry
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Research Institution | Osaka University |
Principal Investigator |
KAMBE Nobuaki 大阪大学, 工学(系)研究科(研究院), 教授 (60144432)
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Co-Investigator(Kenkyū-buntansha) |
IWASAKI Takanori 大阪大学, 大学院工学研究科, 助教 (50550125)
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Project Period (FY) |
2012-04-01 – 2014-03-31
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Project Status |
Completed (Fiscal Year 2013)
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Budget Amount *help |
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2012: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
|
Keywords | 不斉触媒 / 有機触媒 / ハロゲン化 |
Research Abstract |
A new asymmetric synthesis of chiral organo halides from the corresponding racemic alcohols through stereo retention from an enantiomer and inversion for the other one was investigated. Initial study using enantiomerically pure phenethyl alcohol and various amine nucleophiles revealed that the enantioselectivities largely depended on the structure of the amine nucleophiles, suggesting that the present approach can be a potent new methodology for asymmetric halogenation of alcohols. We tested various chiral organocatalysts and found that some chiral pyridine and phosphine based organocatalysts showed moderate enantioselectivities for the chlorination of racemic alcohols.
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Report
(3 results)
Research Products
(41 results)
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[Journal Article] The Nickel Catalyzed Coupling of Thiomethyl-Substituted 1, 3-Benzothiazoles with Secondary Alkyl Grignard Reagents2013
Author(s)
Ghaderi, A, Iwasaki, T, Fukuoka, A, Terao, J, Kambe, N.
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Journal Title
CHEMISTRY A EUROPEAN JOURNAL
Volume: (In press)
Issue: 9
Pages: 2951-2955
DOI
Related Report
Peer Reviewed
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