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Direct and Stereoselective Alkylation of Nitro Derivatives with Activated Alcohols in Trifluoroethanol

  作者 PETRUZZIELLO DIEGO; GUALANDI ANDREA; GRILLI STEFANO; COZZI PIER GIORGIO  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2012年-34;  页码  6697-6701  
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[摘要]Herein we disclose the simple, effective, and practical alkylation of nitroalkanes that takes place with benzylic, benzhydrylic, and propargylic alcohols in trifluoroethanol. A variety of different nitroalkanes bearing functional groups can be used in this SN1-type reaction to afford the desired products in quantitative yields. Different chiral nitro derivatives were submitted to this highly diastereoselective alkylation reaction with selected benzhydrols. A new, effective, and chiral pyrrolidine organocatalyst was prepared by using this methodology.

 
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