Stereoselective Nucleophilic Addition of Potassium Alkyltrifluoroborates to Cyclic N-Acyliminium Ions: a Simple and Mild Approach to Chiral 5-Alkyl-pyrrolidin-2-ones

…, FP Ferreira, AS Guarezemini, HA Stefani

Index: Vieira, Adriano S.; Ferreira, Fernando P.; Guarezemini, Alexandre S.; Stefani, Helio A. Australian Journal of Chemistry, 2009 , vol. 62, # 8 p. 909 - 916

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Citation Number: 10

Abstract

Abstract The stereoselective nucleophilic addition of potassium alkyltrifluoroborates to cyclic N-acyliminium ions derived from N-benzyl-3, 4, 5-triacetoxy-pyrrolidin-2-one, which affords 5- substituted-pyrrolidin-2-ones, is described. The products are obtained in moderate to good yields and are produced predominantly as the anti diastereomer.