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Nucleophilic addition of potassium organotrifluoroborates to chiral cyclic N-acyliminium ions: stereoselective synthesis of functionalized N-heterocycles |
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| Authors: | Adriano S Vieira Fernando P Ferreira Rafael C Guadagnin |
| Institution: | a Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, SP, Brazil b Departamento de Biofisica, Universidade Federal de São Paulo, SP, Brazil c Instituto de Química, Universidade de São Paulo, São Paulo, SP, Brazil |
| Abstract: | The stereoselective nucleophilic addition of potassium aryl- and alkynyltrifluoroborates to cyclic N-acyliminium ion derivatives from N-benzyl-3,4,5-triacetoxy-2-pyrrolidinone, affording the respective 5-substituted 2-pyrrolidinone is described. The products were obtained in moderate to good yields and with preference for the syn diastereomer. |
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