2009 Fiscal Year Final Research Report
Synergistic asymmetric activation of α,β-unsaturated carboxylic acids and its synthetic application
| Project/Area Number |
20850029
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| Research Category |
Grant-in-Aid for Young Scientists (Start-up)
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| Allocation Type | Single-year Grants |
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| Research Field |
Synthetic chemistry
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| Research Institution | Kyushu University |
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Principal Investigator |
MATSUMOTO Kazuhiro Kyushu University, 大学院・理学研究院, 助教 (40512182)
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| Project Period (FY) |
2008 – 2009
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| Keywords | 合成化学 / 不斉反応 / エポキシ化 / 過酸化水素 |
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| Research Abstract |
While catalytic asymmetric reactions using α,β-unsaturated carboxylic acids as substrate have been examined, useful reactions could not be developed. The main reason is the catalyst decomposition due to the high acidity of carboxylic acids. However, novel optically active ligands readily prepared from naturally occurring amino acid proline were synthesized and its titanium complexes were found to be an efficient catalyst for asymmetric epoxidation of olefins in the presence of aqueous hydrogen peroxide as the stoichiometric oxidant. In the reaction of styrene derivatives, high enantioselectivity ranging from 96 to 98% ee was achieved.
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