Reactions of fluorinated silanes with 2-nitrocinnamates

The interaction of 2-nitrocinnamates with silicon reagents Me₃SiR_f (R_f = CF₃, C₂F₅, and C₆F₅) promoted either by sodium acetate in DMF or by tetrabutylammonium acetate in dichloromethane has been described. The reactions proceed as conjugate addition of fluorinated carbanion at the CC bond and afford 3-aryl-2-nitrobutanoates bearing a fluorinated substituent in good yields as diastereomeric mixtures in ratio from 1:1 to 1.6:1.