吳學亮Wu, Hsyueh-Liang邱奕文Chiu, Yi-Wen2022-06-082026-08-262022-06-082021https://etds.lib.ntnu.edu.tw/thesis/detail/0752c12e4fc4e7d142b6e90a7b6fefa0/http://rportal.lib.ntnu.edu.tw/handle/20.500.12235/117232本篇論文探討利用一價銠金屬試劑與掌性雙環[2.2.1]雙烯配基L1i配位形成之催化劑，於反應溫度60 ℃且使用1,4-二噁烷及水，比例為10:1為溶劑，並加入2當量碳酸鈉為添加劑的條件下，催化不同芳基硼酯1與不同炔烴化合物2進行不對稱環化反應，成功合成一系列具有含全碳四級立體中心的掌性茚化合物3，共有24個例子，產率65−96%，鏡像超越值高達98%。此外，以芳基硼酯1h及苯基丙炔2f進行反應，生成掌性茚化合物3hf，區域選擇性比例為9.4:1。This thesis describes an enantioselective annulation of arylboronate esters 1 with internal alkynes 2 in 1,4-dioxane and water at 60 ℃ with 2 equiv of sodium carbonate as an additive in the presence of 3.0 mol % of Rh(I)-catalyst in situ generated from the [RhCl(C2H4)2]2 and chiral bicyclo[2.2.1]heptadiene ligand L1i, affording a series of chiral indene products 3 bearing an all-carbon quaternary stereogenic center in 65−96% yields with up to 98% ee.In addition, the reaction with aryl boron ester 1h and phenylpropyne 2f produces chiral indene 3hf with a regioselectivity ratio of 9.4:1一價銠金屬催化不對稱環化反應掌性雙環[2.2.1]雙烯配基全碳四級立體中心掌性茚Rhodium(I)-catalyzedAsymmetric annulationchiral bicyclo[2.2.1]diene ligandsall-carbon quaternary stereocenterchiral indenes學術論文