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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, Szu-Ying
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search.filters.author.黃思穎
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search.filters.subject.enantioselective
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search.filters.subject.1,2-dihydroquinolines
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search.filters.subject.1,2‐二氫喹啉
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search.filters.subject.2H-chromenes
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search.filters.subject.2H-色原烯
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search.filters.subject.asymmetric addition
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一價銠金屬催化氮-對甲苯磺醯基之1,2‐二氫喹啉進行不對稱氫芳基化反應
(
2020
)
黃思穎
;
Huang, Szu-Ying
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本篇論文探討一價銠金屬試劑與掌性雙環[2.2.1]雙烯配基L2a形成之催化劑,於溫度100 ℃且使用環戊基甲基醚為溶劑,並加入甲醇為添加劑的條件下,催化1,2‐二氫喹啉或2H-色原烯12與四芳基硼鈉13進行不對稱加成反應,得到一系列3號位具芳香基之掌性1,2,3,4-四氫喹啉或3號位具芳香基之掌性色原烷14,產率為10–92%,鏡像超越值為87–99%。此外,利用掌性1,2,3,4-四氫喹啉化合物14mh進行去甲基反應及利用掌性1,2,3,4-四氫喹啉化合物14nn經由宮浦硼酸化 (Miyaura borylation)與氧化反應可合成目標產物雌激素乙型受體促效劑 ((R)-3),前者產率為86%,後者兩個步驟的總產率為52%。
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