Development of Novel Chiral Nucleophilic Catalyst Possessing Triazadiphosphole Structure and Its Application to Enantioselective Acylation
| Project/Area Number |
25810057
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Synthetic chemistry
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| Research Institution | Tohoku University |
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Principal Investigator |
Kondoh Azusa 東北大学, 理学(系)研究科(研究院), 助教 (30645544)
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| Project Period (FY) |
2013-04-01 – 2016-03-31
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| Project Status |
Completed (Fiscal Year 2015)
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| Budget Amount *help |
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2015: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2014: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
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| Keywords | 有機分子触媒 / トリアザジホスホール / 不斉有機塩基触媒 / 二官能性触媒 / 不斉有機強塩基触媒 / 複素環骨格構築 / ホスファゼン / 有機塩基触媒 / 求核触媒 |
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| Outline of Final Research Achievements |
With the aim of developing a novel nucleophilic catalyst possessing both of a stereogenic center and a hydrogen-bond donor cite at the position adjacent to the nucleophilic cite, a 1,2,4-triazadiphosphole catalyst was designed and investigated. As a result, we achieved the short-step construction of the triazadiphosphole framework. The catalytic activity of the triazadiphosphole thus synthesized was evaluated, and the compound was found to function as an organobase although the application as a nucleophilic catalystwas not succeeded. After the revision of catalyst structure, a novel bifunctional chiral strong organobase catalyst, which has a quaternary ammonium moiety as a hydrogen-bond donor, was designed and synthesized. The application of the catalyst to some reactions suggested that the quaternary ammonium moiety could effectively serve as a hydrogen-bond donor and involve the stereocontrol of the reactions.
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Report
(4 results)
Research Products
(19 results)
