Project/Area Number |
26810018
|
Research Category |
Grant-in-Aid for Young Scientists (B)
|
Allocation Type | Multi-year Fund |
Research Field |
Organic chemistry
|
Research Institution | Tokyo Institute of Technology |
Principal Investigator |
ANDO Yoshio 東京工業大学, 理学院, 助教 (40532742)
|
Project Period (FY) |
2014-04-01 – 2018-03-31
|
Project Status |
Completed (Fiscal Year 2017)
|
Budget Amount *help |
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2016: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2015: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2014: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
|
Keywords | 有機合成化学 / キノン / 光化学反応 / 天然物 / 全合成 / ナフトキノン / CH官能基化 / 酸化還元 / 立体特異的合成 |
Outline of Final Research Achievements |
Quinones are widely distributed in nature as pigments and bioactive molecules. Some quinones show particular reactivity under photo-irradiation. However, such reactivity has been overlooked and not been employed in organic synthesis so far. In this research, a new synthetic method for organic compounds, which have been unachievable by conventional method, was developed by exploiting photoredox reaction of quinones. The substrate scope has been clarified. Moreover, it was found that the photoredox reaction proceeds with stereospecific manner. As the application, the first enantioselective total synthesis of spiroxin C, dimerized naphthoquinone natural product, has been accomplished by employing stereospecific photoredox reaction as the key step.
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