103550-86-3Relevant academic research and scientific papers
Synthesis of carboxylic and phosphonic α-amino acids using palladium allylic alkylation
Genet, J. P.,Juge, S.,Besnier, I.,Uziel, J.,Ferroud, D.,et al.
, p. 781 - 786 (2007/10/02)
A general approach to the synthesis of γ,δ-unsaturated α-amino acid esters is described.Schiff bases derived from glycine and alanine esters (carboxylic and phosphonic) were alkylated in the presence of palladium catalysts under neutral or basic conditions using allylic carbonates, esters (acetate and benzoate) or halides (65-95percent yield).After hydrolysis, several functionalized α-aminoacids of biological interest (enzymes inhibitors) were obtained.Asymmetric palladium allylic alkylation of the benzophenone imine glycine methyl ester using Pd(OAc)2 + (+)DIOP was achieved with up to 70percent ee.
SYNTHESIS OF α-AMINOACIDS BY CATALYTIC PALLADIUM (O) ALKYLATION OF BASES
Ferroud, D.,Genet, J. P.,Kiolle, R.
, p. 23 - 26 (2007/10/02)
Schiff bases 1 b, 1 c, 2 derived from glycine ester or aminoacetonitrile were alkylated with allylic acetates 3 a, 3 b or allylic carbonates 3 c, 3 d, 4 a, 4 b (under neutral conditions) in presence of catalytic amount of palladium (O).After hydrolysis higher and functionalized α-aminoesters were obtained in good yields (50 to 85 percent).
