Kinetics and stereochemistry of the β elimination of the (S)-O-acylthreonine moiety from Λ- and Δ-bis[N-salicylidene-(S)-O-acylthreoninato]-cobaltate(III) ions

  • Yu. N. Belokon'
  • A. S. Sagiyan
  • I. V. Ponomarenko
  • V. I. Bakhmutov
  • V. M. Belikov
Organic Chemistry
Received:
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Conclusions

  1. 1.

    A study has been made of the kinetics, mechanism, and stereochemistry of theβ elimination of the acetic acid residue in Λ- and Δ-bis[N-salicylidene-(S)-O-acylthreoninato]cobaltate(III) ions in water on treatment with, bases.

     
  2. 2.

    The reaction rate is limited by the step of detachment of theα proton from the amino acid moiety, and the deacylation conforms with the (ElcB)I mechanism.

     
  3. 3.

    The stereochemistry of the elimination depends on the structure of the base used to catalyze the reaction. In the case of the neutral base dabco, syn elimination predominates, and with the negatively charged carbonate anion, anti elimination.

     

Keywords

Acetic Acetic Acid Cobaltate Acid Moiety Dabco 
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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Copyright information

© Plenum Publishing Corporation 1985

Authors and Affiliations

  • Yu. N. Belokon'
    • 1
  • A. S. Sagiyan
    • 1
  • I. V. Ponomarenko
    • 1
  • V. I. Bakhmutov
    • 1
  • V. M. Belikov
    • 1
  1. 1.A. N. Nesmeyanov Institute of Heteroorganic ChemistryAcademy of Sciences of the USSRMoscow

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