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  4. Stereoselectivity in reactions of metal complexes. VII. Asymmetric synthesis of amino acids by metal ion-promoted transamination
 
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Stereoselectivity in reactions of metal complexes. VII. Asymmetric synthesis of amino acids by metal ion-promoted transamination

Auteur(s)
Bernauer, Klaus
Deschenaux, Robert 
Institut de chimie 
Taura, Toshiaki
Date de parution
1983
In
Helv. Chim. Acta
Vol.
7
No
66
De la page
2049
A la page
58
Mots-clés
  • asym synthesis amino acid
  • phenylalanine asym synthesis
  • phenylpyruvic acid condensation pyridoxamine kinetics
  • keto acid condensation pyridoxamine
  • isomerization copper ketimine complex
  • transamination asym synthesis amino acid
  • asym synthesis amino ...

  • phenylalanine asym sy...

  • phenylpyruvic acid co...

  • keto acid condensatio...

  • isomerization copper ...

  • transamination asym s...

Résumé
Enantioselective synthesis of phenylalanine was performed by reacting phenylpyruvic acid with pyridoxamine followed by ketimine-aldimine isomerization of the resulting Schiff base catalyzed by an optically active copper(II)-complex. UV and CD measurements showed that the enantiomeric excess strongly depends on the reaction conditions and on the reaction time and in favorable cases it reacted values of 80%. The selectivity of the reaction is discussed on the basis of possible structures of the intermediate mixed ligand complex. [on SciFinder(R)]
Identifiants
https://libra.unine.ch/handle/123456789/13622
Type de publication
journal article
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