銠金屬 (I)/ 掌性雙環 [2.2.1] 雙烯配基催化脂肪族酮醯胺之不對稱芳香化反應
dc.contributor | 吳學亮 | zh_TW |
dc.contributor | Wu, Hsyueh-Liang | en_US |
dc.contributor.author | 陳明良 | zh_TW |
dc.contributor.author | Chen, Ming-Liang | en_US |
dc.date.accessioned | 2019-09-04T09:10:40Z | |
dc.date.available | 不公開 | |
dc.date.available | 2019-09-04T09:10:40Z | |
dc.date.issued | 2017 | |
dc.description.abstract | 本論文敘述利用一價銠金屬與掌性雙環 [2.2.1] 雙烯配基L1d形成錯合物作為催化劑,以甲苯為溶劑、0.5當量的1,4-二氮雜二環 [2.2.2] 辛烷(DABCO)作為添加劑,在60 °C與80 °C條件下,催化芳香基硼酸分別對α-酮酯或脂肪族酮醯胺進行不對稱1,2-加成反應,得到具有掌性中心的三級脂肪族醇酯與三級脂肪族醇醯胺產物。其產率高達93%,鏡像超越值高達95%。 利用已建立的掌性三級醇醯胺,經過兩步的官能基修飾與合環反應後,再進行簡單的水解反應,可合成具有藥物活性VLA-4 antagonists前驅物4。 | zh_TW |
dc.description.abstract | In this thesis, a highly enantioselective rhodium-catalyzed 1,2-addition of aryl boronic acids to aliphatic α-ketoesters and aliphatic ketoamides using Rh-catalyst comprising of a chiral bicyclic [2.2.1] diene ligand L1d is described. This transformation provides chiral tertiary alcohol products with up to 93% yield and 95% ee, product 84 is used for the concise synthesis of the VLA-4 antagonists intermediate. | en_US |
dc.description.sponsorship | 化學系 | zh_TW |
dc.identifier | G060442101S | |
dc.identifier.uri | http://etds.lib.ntnu.edu.tw/cgi-bin/gs32/gsweb.cgi?o=dstdcdr&s=id=%22G060442101S%22.&%22.id.& | |
dc.identifier.uri | http://rportal.lib.ntnu.edu.tw:80/handle/20.500.12235/100164 | |
dc.language | 中文 | |
dc.subject | 掌性雙環 [2.2.1] 雙烯配基 | zh_TW |
dc.subject | Chiral Bicyclo [2.2.1] Diene Ligands | en_US |
dc.title | 銠金屬 (I)/ 掌性雙環 [2.2.1] 雙烯配基催化脂肪族酮醯胺之不對稱芳香化反應 | zh_TW |
dc.title | Enantioselective Arylation of Aliphatic Ketoamides Catalyzed by Rh(I) /Chiral Bicyclo [2.2.1] Diene Ligands | en_US |