吳學亮Wu, Hsyueh-Liang簡嘉宏Jian, Jia-Hong2019-09-04不公開2019-09-042016http://etds.lib.ntnu.edu.tw/cgi-bin/gs32/gsweb.cgi?o=dstdcdr&s=id=%22G060242019S%22.&%22.id.&http://rportal.lib.ntnu.edu.tw:80/handle/20.500.12235/99965本論文研究主題為利用本實驗室所開發自製的掌性雙環[2.2.1]雙烯配基在γ-胺基取代的α , β-不飽和羧酸酯與芳香硼酸進行不對稱1,4-加成反應。利用三莫耳百分率的銠金屬催化試劑與L1e配基於各式不同取代的芳香硼酸親核試劑與α , β-不飽和羧酸酯反應合成出一系列掌性GABA及其衍生之化合物。反應生成的產物都具有高產率且高的鏡像超越值。產率為 63~98%,而鏡像超越值為 96~ >99.5% ee。This thesis describes an efficient synthesis of highly enantioenriched 4-amino-3-aryl-butanoates via an enantioselective 1.4-addition of an array of aryboronic acids to γ-amino-α , β-unsaturated esters. In the presence of 3 mole% of the Rh(I)/ chiral diene L1e catalyst, the conjugate adducts were isolated in 63~98% yield and 96 ~ >99.5% ee.銠金屬催化試劑掌性雙烯配基γ-胺基取代的αβ-不飽和羧酸酯Rhodiumchiral diene ligandγ-Amino-Substituted αβ- Unsaturated Esters銠金屬/掌性雙環[2.2.1]雙烯配體在γ-胺基取代的α , β-不飽和羧酸酯與芳香硼酸的不對稱1,4-加成反應之研究:合成掌性GABA及其衍生化合物之應用Enantioselective Synthesis of γ-Amino Acids Via a Rhodium Catalyzed Asymmetric 1,4-conjugate Addition Reaction of γ-Amino-Substituted α , β- Unsaturated Esters and Arylboronic Acids