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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.Wu, Yu-Chen
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search.filters.author.吳育丞
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search.filters.subject.domino reaction
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search.filters.subject.nitroallylic acetate
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search.filters.subject.tetrahydrofurano benzopyrans
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search.filters.subject.丙烯基醋酸酯
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search.filters.subject.四氫呋喃苯并吡喃
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三乙基胺促進連鎖反應合成多取代四氫呋喃苯并吡喃之架構
(
2019
)
吳育丞
;
Wu, Yu-Chen
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近幾年來,已經發現具有四氫呋喃苯并吡喃架構的天然物,甚至有些天然物擁有生物活性。目前探討合成此類架構的文獻相對稀少,本文提供新的合成途徑,藉由有機鹼三乙基胺,促進具有多親電位子的硝基丙烯基醋酸酯,與多親核位子的1-(2’-羥基苯基)丁烷-1,3-二酮,在低溫的條件下,進行高效率的連鎖反應Michael/acetalization/oxa-Michael反應,合成三環並聯線性的外消旋多取代四氫呋喃苯并吡喃,其架構具有四個連續的立體中心,包含兩個四級碳立體中心,產率可達62%。在反應選擇性方面,多取代四氫呋喃苯并吡喃與多取代呋喃比例為5:1-6:1。不對稱合成高純光學純度之呋喃苯并吡喃產物,後續在研究探討。
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