Efficient Asymmetric Synthesis of Quasi-Natural Bioactive Compounds Having Contiguous All-Carbon Quaternary Stereocenters
| Project/Area Number |
26410116
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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 |
Synthetic chemistry
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| Research Institution | Nagoya University |
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Principal Investigator |
Ohmatsu Kohsuke 名古屋大学, 工学研究科(WPI), 特任准教授 (00508997)
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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 |
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2016: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2015: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
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| Keywords | 不斉合成 / 反応開発 / 多連続不斉炭素 / キラル配位子 / パラジウム / 効率的不斉合成 |
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| Outline of Final Research Achievements |
A Pd-catalyzed highly enantio- and diastereoselective [3+2] cycloaddition of 5-vinyloxazolidinones and activated trisubstituted alkenes has been successfully developed. This protocol for the single-step construction of densely functionalized pyrrolidines with three contiguous stereocenters including vicinal quaternary stereocenters depends on the remarkable ability of phosphine ligands possessing a chiral ammonium ion to promote intermolecular cycloaddition reactions with a precise control of absolute stereochemistry. A series of control experiments indicated that a chiral ammonium-phosphine hybrid ligand enabled the individual, yet simultaneous stereocontrol of each chiral center in the annulation reaction.
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Report
(4 results)
Research Products
(29 results)
