Tetrahedron Asymmetry p. 1833 - 1842 (1993)
Update date:2022-08-03
Topics: Asymmetric synthesis Amino acids
Doebler, Christian
Kreuzfeld, H.-J.
Krause, H. W.
Michalik, M.
(Z)-2-N-Acylamino-3-thienyl-acrylic acids and thei esters were prepared by known procedures and hydrogenated to the corresponding optically active 2-N-acetyl(or benzoyl)-3-(2- or 3-thienyl)-alanines with optically yields up to 90percent using the rhodium complexes of 'PROPRAPHOS" 6a,b and O,N-bis(diphenylphosphino)-2-exo-hydroxy,3-endo-methylamino-norbornane 6c as chiral catalysts.Recrystallization and deacylation of the obtained amino acid derivatives yields the optically pure hydrochlorides of the thienylalanines as the free amino acids.
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