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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.Chao, Tzu-Ching
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search.filters.author.趙姿晴
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search.filters.subject.4-addition
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search.filters.subject.4-加成反應
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經由有機催化1,6-/縮醛化/1,4-連鎖反應合成三環苯併二氫吡喃之架構
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2018
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趙姿晴
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Chao, Tzu-Ching
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本文藉著使有具有拉電子基共軛雙烯化合物,及具有多反應位點之1-(2'-羥基苯基)丁烷-1,3-二酮,透過有機鹼活化下,進行1,6-/acetalization/1,4-加成連鎖反應,建立三環苯併二氫吡喃架構,且具有五個立體中心的產物,但其非鏡像選擇性不佳(1.6:1 dr);爾後,添加丁烯酮作為親電子性試劑,再進行1,4-加成反應,可使提升非鏡像選擇性(9:1 dr),有不錯的產率高達89%,且包含兩個四級碳的立體化學中心。此反應也可以進行一鍋化反應,利用雙烯、1-(2'-羥基苯基)丁烷-1,3-二酮及丁烯酮進行一鍋化1,6-/acetalization/1,4-/1,4-加成連鎖反應,也可以有好的產率74%,以及維持其非鏡像選擇性(9:1 dr)。然而,具有鏡像選擇性之產物,仍在進行探討研究中。
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