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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.Chen, Cheng-Wei
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search.filters.author.陳承威
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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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search.filters.subject.asymmetric intramolecular 1
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search.filters.subject.bicyclo[2.2.1]heptadiene ligand
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search.filters.subject.chiral 3-aryl-1-indanones
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一價銠金屬催化具鏡像選擇性之分子內1,4-加成反應:合成3-芳基-1-二氫茚酮
(
2022
)
陳承威
;
Chen, Cheng-Wei
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本篇論文敘述使用一價銠金屬及含有醯胺取代的掌性雙環[2.2.1]雙烯配基L2h所形成之催化劑,以1,4-二噁烷為溶劑,反應溫度為100 ℃,使用1 M碳酸氫鈉水溶液作為添加劑,針對含有α,β-不飽和烯酮之芳基硼酯化合物1進行不對稱分子內1,4-加成反應,生成一系列掌性3-芳基-1-二氫茚酮產物2。總共有27個例子,產率最高達到98%,鏡像超越值最高則是達到99%。另外,利用3號位置具有芳基取代的掌性1-二氫茚酮化合物2g進行非鏡像選擇性酮基還原反應及胺化反應,可以順利合成(+)-Indatraline [(+)-7]藥物,兩步產率分別為77%及54%。
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