Highly Stereoselective 7-Endo-Trig/Ring Contraction Cascade To Construct Pyrrolo [1, 2-a] quinoline Derivatives
X Li, C Li, W Zhang, X Lu, S Han, R Hong
Index: Li, Xinyu; Li, Cheng; Zhang, Wenjing; Lu, Xiang; Han, Shiqing; Hong, Ran Organic Letters, 2010 , vol. 12, # 8 p. 1696 - 1699
Full Text: HTML
Citation Number: 23
Abstract
With the cooperation of Cram's phenonium ion, a novel cascade reaction was illustrated to construct pyrrolo [1, 2-a] quinolines as a sole diastereoisomer in good to excellent yields. Preliminary mechanistic studies revealed that the γ-lactam ring and electron-rich arene are important driving forces for ring contraction.
Related Articles:
Synthesis of functionalized nitroarylmagnesium halides via an iodine-magnesium exchange
[Sapountzis, Ioannis; Dube, Henry; Lewis, Robert; Gommermann, Nina; Knochel, Paul Journal of Organic Chemistry, 2005 , vol. 70, # 7 p. 2445 - 2454]
[Curiel, David; Sanchez, Guzman; Ramirez De Arellano, Carmen; Tarraga, Alberto; Molina, Pedro Organic and Biomolecular Chemistry, 2012 , vol. 10, # 9 p. 1896 - 1904]
[Searle; Adams Journal of the American Chemical Society, 1933 , vol. 55, p. 1649,1652]
[Searle; Adams Journal of the American Chemical Society, 1933 , vol. 55, p. 1649,1652]