吳學亮Wu, Hsyueh-Liang張景智Chang, Ching-Chih2023-12-082022-09-262023-12-082022https://etds.lib.ntnu.edu.tw/thesis/detail/0b8c3392be07c63a0e13261f5662eb7d/http://rportal.lib.ntnu.edu.tw/handle/20.500.12235/120887本篇論文使用一價銠金屬及含醯胺取代的掌性雙環[2.2.1]雙烯配位基L2a形成之催化劑，並加入三乙胺作為添加劑，以甲醇作為溶劑，於反應溫度40 ℃之條件下，催化炔類化合物2與芳基硼酯化合物1進行不對稱聯繼芳基環化與β-乙醯氧基消去反應，最終生成一系列具全碳四級立體中心的掌性茚化合物3。總共有27個例子，產物產率介於17–99%，鏡像超越值最高達98%，產物位置選擇性最佳比例則為20:1。This thesis describes an enantioselective tandem arylative cyclization of arylboronates derivatives 1 with internal alkynes 2 in MeOH at 40 °C employing triethylamine as an additive in presence of 3.0 mol% of Rh(I)-catalyst in situ generated from the [Rh(C2H4)2Cl]2 and the chiral bicyclo[2.2.1]heptadiene ligand bearing a benzylamide group L2a. This synthetic protocol offers a facile way to provide a series of chiral indene derivatives 3 with an all-carbon quaternary stereocenter in 17–99% yields, up to 98% ee and with up to regioselective ratio of 20:1.一價銠金屬催化不對稱芳基環化反應全碳四級立體中心掌性茚化合物β-乙醯氧基消去反應含有醯胺基的掌性雙環[2.2.1]雙烯配基Rhodium(I)-catalyzedasymmetric arylative cyclizationan all-carbon quaternary stereocenterchiral indenesβ-acetoxy eliminationbicyclo[2.2.1]heptadiene ligandetd