Tetrahedron letters

Easy access to α-amino β-oxo esters from β-enamino esters

E Felice, S Fioravanti, L Pellacani, PA Tardella

Index: Felice, Elena; Fioravanti, Stefania; Pellacani, Lucio; Tardella, Paolo A. Tetrahedron Letters, 1999 , vol. 40, # 23 p. 4413 - 4416

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Citation Number: 35

Abstract

N-Substituted α-amino β-oxo esters have been obtained by amination of β-enamino esters with ethyl N-[(4-nitrobenzenesulphonyl) oxy] carbamate (NsONHCO2Et), in the absence of added bases. The use of optically active pyrrolidines with C2 symmetry as chiral auxiliaries induces diastereoselectivities up to 80%.