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理學院
化學系
學位論文
學位論文
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http://rportal.lib.ntnu.edu.tw/handle/20.500.12235/73899
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search.filters.author.Huang, Yu-Jie
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search.filters.author.黃昱捷
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search.filters.subject.Organocatalysis
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search.filters.subject.Coumarin
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search.filters.subject.Domino Reaction
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search.filters.subject.Michael Addition
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search.filters.subject.Phenylsulfonyl Butadiene
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有機連鎖反應1,6/1,4-加成製備多取代香豆素衍生物
(
2020
)
黃昱捷
;
Huang, Yu-Jie
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香豆素及其雜環衍生物表現出有益和多樣化的生物學活性,包括抗腫瘤,抗菌,抗炎,抑制人碳酸酐酶和抗癌活性。最常用來作為抗凝血劑使用。故香豆素衍生物的製備及應用的成為許多人研究合成的目標。也有許多合成應用的例子,本研究使用香豆素為主體的衍生物,做為同時具有親核性與親電性的化合物,與雙烯化合物在DABCO的催化下,以硝基苯為溶劑,在0 oC條件下進行反應。經由1,6-Michael/1,4-Michael連鎖反應得到產物,此產物具有五個連續的立體中心,在8個例子中,可得到中等智良好的產率(44-69%),非鏡像異構物比例達10.7:1。期望此策略能運用在天然物合成與藥物製成。加入掌姓催化劑進行不對稱合成,合成具有高光學純度的產物。
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