| Project/Area Number |
26860008
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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 |
Chemical pharmacy
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| Research Institution | Chiba University |
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Principal Investigator |
Harada Shingo 千葉大学, 薬学研究科(研究院), 助教 (50722691)
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| Project Period (FY) |
2014-04-01 – 2016-03-31
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| Project Status |
Completed (Fiscal Year 2015)
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| Budget Amount *help |
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2015: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
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| Keywords | アミド / 金属カルベノイド / 挿入反応 / ロジウム / 金 / ヘテロ環 / カルベノイド |
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| Outline of Final Research Achievements |
We developed a novel synthetic method for obtaining a wide variety of nitrogen-bridged bicyclic compounds with a catalytic process, Rh-catalyzed formal carbenoid insertion into an amide C-N bond. Using dirhodium tetrapivalamidate complex, various azabicycloalkane derivatives were obtained in good to excellent yield, successfully demonstrating the broad substrate scope of the developed process. A formal synthesis of anatoxin-a was accomplished by using rhodium-catalyzed formal amide insertion reaction. In addition, we successfully developed a diastereoselective synthetic method of functionalized quinolizidinone and indolizidinone derivatives from mixed N,O-acetals with a terminal alkyne unit and nucleophiles with two reactive sites using a gold (I)/Bronsted acid binary catalytic system.
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