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Asymmetric synthesis of amino acids by the catalytic reduction of azlactones using substituted acylaminoacrylic acids 2. Catalysts for reduction of the azlactone of acetaminocinnamic acid

  • L. F. Godunova
  • E. S. Neupokoeva
  • E. I. Karpeiskaya
  • E. I. Klabunovskii
Organic Chemistry
  • 24 Downloads

Conclusions

  1. 1.

    The reduction of PdCl2 and trans-dichlorobisphenylethylaminopalladium by S(−)-α-phenylethylammoborane yielded a catalyst for the stereospecific reduction of the azlactone of α-acetaminocinnamic acid.

     
  2. 2.

    A homogeneous catalystic system was prepared using RhCl3 and S(−)-α-phenylethylamine for the stereospecific reductive aminolysis of the azlactone of acetaminocinnamic acid.

     
  3. 3.

    The reductive aminolysis of the azlactone ofα-acetaminocinnamic acid by S(+)-alanine or its methyl ester in the presence of a palladium catalyst proceeds stereospecifically with the formation of N-acetylphenyl-alanylalanine or its methyl ester of predominantly SS configuration, which indicates the possibility of effecting the asymmetric synthesis of acylated dipeptides.

     

Keywords

Methyl Ester Methyl Ester Palladium Alanine 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

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Copyright information

© Plenum Publishing Corporation 1978

Authors and Affiliations

  • L. F. Godunova
    • 1
  • E. S. Neupokoeva
    • 1
  • E. I. Karpeiskaya
    • 1
  • E. I. Klabunovskii
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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