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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, Jun-Jie
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search.filters.author.黃俊傑
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search.filters.subject.asymmetric 1
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search.filters.subject.2-addition
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search.filters.subject.2-dihydropyridines
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search.filters.subject.2-二氫吡啶
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search.filters.subject.2-加成反應
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search.filters.subject.3-nitropyridinium salt
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一價銠金屬催化氮-苄基之3-硝基吡啶胺鹽進行不對稱芳基化反應
(
2022
)
黃俊傑
;
Huang, Jun-Jie
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本篇論文探討使用一價銠金屬與掌性雙環[2.2.1]雙烯配基L1所形成的催化劑,反應溶劑使用甲醇,反應溫度為70 ℃,催化3-硝基吡啶胺鹽(3-nitropyridinium salts,1)與四芳基硼鈉2進行不對稱1,2加成反應,生成一系列2號位具有芳基取代的掌性1,2-二氫吡啶3。共有21的例子,產率17–87%,鏡像超越值為50–98%。值得注意的是:將吡啶胺鹽的3號位取代基更換成酯基、氰基皆有不錯的成果,共有4個例子,產率59–80%,鏡像超越值為74–98%。此舉也提升了未來應用的可能性。另外,使用2號位具有苯基取代的掌性1,2-二氫吡啶3aa,進行硝基還原反應、還原胺化反應及氫化反應,可以順利合成組織胺H1受體拮抗劑的藥物10
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