2015 Fiscal Year Final Research Report
Development of carbenoid chemistry and synthetic applications
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 |
Research Field |
Chemical pharmacy
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Research Institution | Chiba University |
Principal Investigator |
Harada Shingo 千葉大学, 薬学研究科(研究院), 助教 (50722691)
|
Project Period (FY) |
2014-04-01 – 2016-03-31
|
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 |
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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Free Research Field |
有機合成化学
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