Abstract
A new efficient diastereo- and enantioselective synthesis of α-amino-γ-oxo acid esters by reaction of acyliminoacetates with enamines is described. By employing the concept of double stereodifferentiation, complete asymmetric induction (de ≧99.9%) for the C-C bond formation is obtained. Desulphurization of a sulphur containing product leads to the corresponding acyclic amino acid derivatives. The virtually complete anti -diastereo- and enantioselectivities are interpreted by a Diels-Alder like transition state.
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