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Diastereo- and Enantioselective Copper-Catalyzed Intramolecular Carboamination of Alkenes for the Synthesis of Hexahydro-1H-benz[f]indoles

  作者 MIAO LEI; HAQUE IMRANUL; MANZONI MARIA R; THAM WENG SIONG; CHEMLER SHERRY R  
  选自 期刊  Organic Letters;  卷期  2010年12-21;  页码  4739-4741  
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[摘要]A new method for the enantioselective synthesis of hexahydro-1H-benz[f]indoles is described. This copper-catalyzed enantioselective intramolecular alkene carboamination process can install vicinal tertiary and quaternary carbon stereocenters with high levels of diastereo- and enantioselectivity. The C-C bond-forming component of the reaction constitutes a C-H functionalization and no electronic activation of the aryl ring that undergoes addition is required. A known 5-HT1A receptor antagonist was synthesized efficiently using this method.

 
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