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Enantioselective Synthesis of Chromanones Bearing an α,α-Disubstituted α-Amino Acid Moiety via Decarboxylative Michael Reaction.

Jan BojanowskiLeslaw SieronAnna Albrecht
Published in: Molecules (Basel, Switzerland) (2019)
In this manuscript, a novel, decarboxylative Michael reaction between α-substituted azlactones and chromone-3-carboxylic acids is described. The reaction proceeds in a sequence Michael addition followed by decarboxylative deprotonation, and it results in the formation of chromanones bearing an azlactone structural unit. The possibility of transforming an azlactone moiety into a protected α,α-disubstituted α-amino acid derivative is also demonstrated.
Keyphrases
  • amino acid
  • visible light
  • molecular docking
  • electron transfer
  • water soluble