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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.Yen, Li-Ting
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search.filters.author.顏莉庭
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search.filters.subject.Asymmetric synthesis
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search.filters.subject.Cascade reaction
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search.filters.subject.Michael Addition
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search.filters.subject.Organocatalysis
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search.filters.subject.Thiazolone
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有機催化不對稱Aza-麥可/麥可環化加成連鎖反應:控制三個立體中心合成螺環噻唑酮2-四氫吡咯酮衍生物
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2021
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顏莉庭
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Yen, Li-Ting
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本文使用(Z)-5-亞苄基-2-苯基-4(5H)噻唑酮以及(E)-4-(甲氧基氨基)-4-氧代丁-2-烯酸乙酯作為起始物,利用具有方醯胺架構的奎寧衍生物之掌性催化劑提供氫鍵,以活化此有機催化不對稱合成連鎖反應,進行兩次的麥可加成,反應得到螺環化合物。經過一系列條件的篩選,以甲苯作為溶劑,於-20 oC回復至室溫的條件下,添加5 mol%的催化劑進行反應,獲得具有三個手性中心的螺環噻唑酮衍生物,其產率為63%,鏡像選擇性達87% ee。此為一方便且溫和的反應策略,期望未來能為有機不對稱催化合成發展有所貢獻。
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