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
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2016
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Abstract
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.
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.
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銠金屬催化試劑, 掌性雙烯配基, γ-胺基取代的α, β-不飽和羧酸酯, Rhodium, chiral diene ligand, γ-Amino-Substituted α, β- Unsaturated Esters