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

Full Text: HTML

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%.

Related Articles:

Tertiary 3-aminopropenones and 3-aminopropenoates: their preparation, with and without Lewis acids, from secondary amines and 1, 3-diketo compounds

[Vohra, Ramandeep Kaur; Renaud, Jean-Luc; Bruneau, Christian Synthesis, 2007 , # 5 p. 731 - 738]

More Articles...