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    STUDIA CHEMIA - Issue no. 1 / 2017  
         
  Article:   SYNTHESIS OF THREE NEW BIFUNCTIONAL GLUCOSE-THIOUREA ORGANOCATALYSTS AND THEIR APPLICATION IN ASYMMETRIC MICHAEL ADDITION.

Authors:  .
 
       
         
  Abstract:  
DOI: http://dx.doi.org/10.24193/subbchem.2017.1.16

Published Online: 2017-03-17
Published Print: 2017-03-31

VIEW PDF: SYNTHESIS OF THREE NEW BIFUNCTIONAL GLUCOSE-THIOUREA ORGANOCATALYSTS AND THEIR APPLICATION IN ASYMMETRIC MICHAEL ADDITION

Three new glucose-based asymmetric bifunctional organocatalysts containing a 6-aminopyridyl or a 6-methylpyridyl or a cinchona unit were synthesized. Asymmetric Michael addition of pentane-2,4-dione to ╬▓-nitrostyrene was catalyzed successfully by these catalysts. In case of the cinchona based glucose-thiourea derivate the S enantiomer of the corresponding Michael adduct was formed with moderate enantiomeric excess in three different solvents.

Keywords: organocatalyst, carbohydrates, cinchona alkaloids, Michael addition, asymmetric syntheses
 
         
     
         
         
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