1097966-68-1Relevant articles and documents
Design and synthesis of optically active 2-phenylimidazolecarboxamides featuring amino acid motive
Sivek, Roman,Pytela, Oldrich,Bures, Filip
experimental part, p. 1621 - 1627 (2009/06/28)
(Chemical Equation Presented) Overall sixteen new, optically active carboxamides 1-3 have been synthesized. These compounds based on the 2-phenylimidazole and featuring amino acid residues are linked on the 4-position by an amidic bond. Two general methods were used for their construction. Whereas the first method employs acylchlorides as a reactive species, the second one involves a condensation of mixed anhydrides with the amino acid counterparts. Actually, the second method proved to be more efficient than the first one. Carboxamides 1-3 were preliminarily tested as N-chelating ligands with an application in the Henry or Aldol reactions affording either poor yields or enantiomeric excesses.