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2005
Aminocarboxylic acids (hydrazinocarboxylic acids) and esters
Q 0440
The Direct Catalytic Enantioselective Synthesis of Protected Aryl β-HydroxyAcids. — An efficient method for the generation of glycine enolate derived
27- 087 −α-Amino
from oxazolidinone (I) is presented. The method uses a pybox ligand, a Lewis acidic
metal salt and an amine base. The generated enolate smoothly undergoes enantioselective addition to a variety of aromatic aldehydes to give protected α-amino-β-hydroxycarboxylic esters, e.g. (IV). Amino acid derivative (IVd) represents a constituent of the
natural product vancomycin. — (WILLIS*, M. C.; CUTTING, G. A.; PICCIO, V. J.-D.;
DURBIN, M. J.; JOHN, M. P.; Angew. Chem., Int. Ed. 44 (2005) 10, 1543-1545;
Dep. Chem., Univ. Bath, Claverton Down, Bath BA2 7AY, UK; Eng.) — Mischke
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