Control of Selectivity and Reactivity of Hypervalent Iodine
| Project/Area Number |
26410057
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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 | University of Hyogo |
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Principal Investigator |
Fujita Morifumi 兵庫県立大学, 物質理学研究科, 准教授 (00275314)
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Project Status |
Completed (Fiscal Year 2016)
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| Budget Amount *help |
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
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| Keywords | 超原子価ヨウ素 / 不斉合成 / 酸化反応 / 酸化 |
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| Outline of Final Research Achievements |
Oxidative 1,2-difunctinalization of alkene with hypervalent iodine reagent offers a powerful strategy for constructing diverse molecular complexity, because a wide range of functional groups, such as oxygen, nitrogen, halogen, and sulfur nucleophiles, is incorporated into the C=C of alkene substrates. Compared to the most often reported carbon-heteroatom bond forming processes, the scope of oxidative carbon-carbon bond formation is still limited.
We found that enantioselective oxyarylation of (E)-6-aryl-1-silyloxyhex-3-ene and aminoarylation of N-sulfonyl-6-phenylhex-3-en-1-amine proceeded with high enantioselectivity. The silyloxy group does not act as a protection group, however, it preferentially promotes the nucleophilic oxycyclization. The aminoarylation provides hexahydrobenz[e]indoles, which are candidates of an agonist/antagonist for dopamine and serotonin receptors.
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Report
(4 results)
Research Products
(20 results)
