Documentation scienceplus.abes.fr version Bêta
AttributsValeurs
type
Is Part Of
Subject
Title
  • Synthesis of 2-Substituted-5-halo-2,3-dihydro-4(H)-pyrimidin-4-onesand Their Derivatization Utilizing the Sonogashira CouplingReaction in the Enantioselective Synthesis of α-Substituted β-AminoAcids
has manifestation of work
related by
Author
Abstract
  • A convenient, one-pot procedure for the synthesis of 1-benzoyl-2(S)-substituted-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-ones by tandem decarboxylation/β-iodination of the corresponding 6-carboxy-perhydropyrimidin-4-ones was developed. In addition, several 1-benzoyl-2(S)-substituted-5-bromo-2,3-dihydro-4(H)-pyrimidin-4-ones were readily prepared by bromination of 1-benzoyl-2(S)-substituted-2,3-dihydro-4(H)-pyrimidin-4-ones. Subsequently, Sonogashira coupling of the halogenated heterocyclic enones with variousterminal alkynes produced 1-benzoyl-2(S)-isopropyl-5-alkynyl-2,3-dihydro-4(H)-pyrimidin-4-ones in goodyields. Hydrogenation of the unsaturated C−C moieties in the Sonogashira products followed by acidhydrolysis afforded highly enantioenriched α-substituted β-amino acids.
article type
is part of this journal



Alternative Linked Data Documents: ODE     Content Formats:       RDF       ODATA       Microdata