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FeCl3-Catalyzed Stereoselective Construction of Spirooxindole Tetrahydroquinolines via Tandem 1,5-Hydride Transfer/Ring Closure

  作者 HAN YANYAN; HAN WENYONG; HOU XUE; ZHANG XIAOMEI; YUAN WEICHENG  
  选自 期刊  Organic Letters;  卷期  2012年14-16;  页码  4054-4057  
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[摘要]An efficient FeCl3-catalyzed stereoselective intramolecular tandem 1,5-hydride transfer/ring closure reaction was developed. The method allows for the formation of structurally diverse spirooxindole tetrahydroquinolines in high yields (up to 98%) with good to excellent levels of diastereoselectivity (up to 99:1 dr). The catalytic enantioselective variant of this process was also investigated preliminarily with a chiral BINOL-derived phosphoric acid.

 
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