研究生: |
王上華 Shang-Hua Wang |
---|---|
論文名稱: |
以手性硫催化劑進行不對稱氮丙啶化反應之研究 Asymmetric and Catalytic Sulfur-Ylide Mediated Aziridination |
指導教授: |
陳榮傑
Chein, Rong-Jie |
學位類別: |
碩士 Master |
系所名稱: |
化學系 Department of Chemistry |
論文出版年: | 2014 |
畢業學年度: | 102 |
語文別: | 英文 |
論文頁數: | 191 |
中文關鍵詞: | 鋶偶極體 、不對稱催化 、手性 、鏡像異構物選擇性 、氮丙啶 |
英文關鍵詞: | sulfide ylide, asymmetric catalysis, chirality, enantioselectivity, aziridines |
論文種類: | 學術論文 |
相關次數: | 點閱:155 下載:0 |
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以市售的5-溴基戊酸乙酯、4-正丁基溴苯或3,5-二苯基溴苯經由五步驟可得硫化物衍生物2d - 2g。我們以硫化物2d - 2g作為催化劑進行不對稱氮丙啶反應之應用,探討氫鍵催化劑對亞胺的活化作用,並成功合成出苯乙烯基氮丙啶,得到良好的產率及鏡像選擇性。
Novel chiral tetrahydrothiophene derivatives 2b – g were synthesized from commercially available 5-bromovalerate and 4-butylbromobenzene or 3,5-diphenylbromobenzene. We demonstrate the application of these chiral sulfur catalysts in asymmetric aziridination of cinnamyl bromide and imines, and also investigate the promotion of the catalytic process by hydrogen bond catalyst such as ureas and thioureas. Vinyl-aziridines 9e - s were successfully obtained in good to excellent yields with high enantioselectivity and moderate diastereoselectivity.
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