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

作者:Petruzziello Diego; Gualandi Andrea; Grilli Stefano; Cozzi Pier Giorgio*
来源:European Journal of Organic Chemistry, 2012, 2012(34): 6697-6701.
DOI:10.1002/ejoc.201201345

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.

  • 出版日期2012-12