2016 Fiscal Year Final Research Report
Development of new synthetic methods and molecules using organocatalyst
| Project Area | Advanced Molecular Transformations by Organocatalysts |
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| Project/Area Number |
23105010
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| Research Category |
Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
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| Allocation Type | Single-year Grants |
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| Review Section |
Science and Engineering
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| Research Institution | Tohoku University |
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Principal Investigator |
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| Project Period (FY) |
2011-04-01 – 2016-03-31
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| Keywords | 有機触媒 / 不斉合成 / 不斉触媒反応 / 天然物合成 / 全合成 / ワンポット反応 |
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| Outline of Final Research Achievements |
Diphenylprolinol silyl ether, which can be conveniently synthesized from proline, was found to be effective for reactions involving enamine and iminium salt as intermediates, such as Mannich reaction, Michael reaction, epoxidation reaction, aldol reaction, 3 + 2 cycloaddition reaction, cyclopropanation reaction, and Diels-Alder reaction. These reactions can construct asymmetric quaternary carbons centers, which are difficult to be synthesized. Also, we developed a cross-aldol reaction of glyoxal, alkynyl aldehyde, chloral, and dichloroacetaldehyde catalyzed by diarylprolinol having CF3 group on aromatic ring. In addition, total syntheses of RQN-18690A (18-Deoxyherboxidiene) and N 7,10-epimer of Amphidinolide N, and one-pot syntheses of Tamiflu and Baclofen were accomplished.
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| Free Research Field |
有機合成化学
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