ß-aryl and ß-vinyl-αß-didehydro-α-aminoacid derivatives through the palladium-catalysed reaction of aryl and vinyl triflates with methyl α-acetamidoacrylate
1990; Elsevier BV; Volume: 46; Issue: 20 Linguagem: Inglês
10.1016/s0040-4020(01)87897-2
ISSN1464-5416
AutoresAntonio Arcadi, Sandro Cacchi, Fabio Marinelli, Enrico Morera, Giorgio Ortar,
Tópico(s)Catalytic Cross-Coupling Reactions
ResumoVinyl and aryl triflates react with methyl α-acetamidoacrylate in the presence of catalytic amounts of palladium to give ß-vinyl and ß-aryl-αß-didehydro-α-aminoacid derivatives in good to high yields. A variety of reaction conditions were examined. Vinyl triflates give good results in the presence of both Pd(OAc)2(PPh3)2/n-Bu3N and Pd(OAc)2/NaHCO3/n-BU4NCl. In most cases however because of simplicity high yields and reaction rate the Pd(OAc)2/AcOK combination appears to be the system of choice. The behaviour of aryl triflates is less homogeneous. Best results were obtained in the presence of the Pd(OAc)2/n-Bu3N/DPPF/LiCl and Pdt(OAc)2/NaHCO3/n-Bu4NCl systems.
Referência(s)