吳學亮Wu, Hsyueh-Liang林黃櫻Lin, Huang-Ying2019-09-04不公開2019-09-042018http://etds.lib.ntnu.edu.tw/cgi-bin/gs32/gsweb.cgi?o=dstdcdr&s=id=%22G060542070S%22.&%22.id.&http://rportal.lib.ntnu.edu.tw:80/handle/20.500.12235/100215本篇論文主要為探討使用一價銠金屬與掌性雙環[2.2.2]配基L2催化芳香性及烯基硼酸試劑68對外消旋起始物(±)-70進行1,4-共軛加成反應(conjugate addition),經由動力學拆分(kinetic resolution),得到化合物109,鏡像選擇性最高達到>99.5%,產率接近50%。將其再利用two-component的方式去合成出目標天然物前列腺素及其衍生物:PGE1 (31; 24% yield), PGA1 methyl ester (65; 9% yield), PGF1α (113; 24% yield)。This thesis describes the enantioselective conjugate addition reaction of racemic starting material 70 with boronic acid 68 by using Rh(Ⅰ)/L2g catalyst via a with kinetic resolution manner. Compound 109 was obtained with ee up to >99.5% and the yield approximately 50%. This two-component method witnesses its synthetic applications in the synthesis of prostaglandin derivatives: PGE1 (31; 24% yield), PGA1 methyl ester (65; 9% yield), PGF1α (113; 24% yield).一價銠金屬動力學拆分外消旋環戊烯酮前列腺素Rh(I)Kinetic Resolution(±)-4-Siloxy CyclopentenonesProstaglandins利用一價銠金屬經由動力學拆分催化有機硼酸及外消旋環戊烯酮:合成前列腺素及其衍生物Kinetic Resolution of (±)-4-Siloxy Cyclopentenones Using Rh(I)/Chiral Diene Catalysis: Synthesis of Prostaglandins