吳學亮Wu, Hsyueh-Liang王立翔Wang, Li-Hsiang2019-09-04不公開2019-09-042017http://etds.lib.ntnu.edu.tw/cgi-bin/gs32/gsweb.cgi?o=dstdcdr&s=id=%22G060442010S%22.&%22.id.&http://rportal.lib.ntnu.edu.tw:80/handle/20.500.12235/100103本論文的研究主要是使用本實驗室所開發的掌性雙環 [2.2.1] 雙烯配基L1C與五莫耳百分率的一價銠金屬催化劑 (5 mol% of Rhodium) ，對苯並環丁醇 (Benzocyclobutenol) 進行選擇性開環，再與重氮酯 (Diazoester) 形成銠碳烯 (Rhodium carbene) 、並進行碳烯插入 (Carbene insertion) 反應得到銠烯醇鹽離子 (Rhodium enolate) ，接著進行分子內醛醇反應 (Intramolecular Aldol reaction) 得到具有連續兩個立體中心的茚醇 (Indanol) 化合物。反應在60 °C、以甲苯為溶劑的反應條件，並根據其不同的反應基質可得到高達82%的產率以及高達95% ee的鏡像超越值。In this thesis, a Rh(I)-catalyzed regioselective ring cleavage of benzocyclobutenols 7 followed by enantioselective rhodium carbene insertion with various diazoesters 8 , and subsequent intramolecular aldol reaction via the thus obtained rhodium enolates is described. This transformation proceeds at 60 °C, in the presence 5 mol% of Rh(I) / L1C catalyst, to offer the corresponding products possessing two contiguous quaternary stereo-centers with up to 82% yield, and 95% ee.銠金屬催化掌性雙烯配基銠插入反應茚醇Rh(I)-catalystChiral diene ligandRh(I) carbene insertionindanol