title: Stereoselective and catalytic access to β-enaminones: an entry to pyrimidines.
abstract: We describe herein a highly stereoselective access to Cbz-protected β-enaminones 2 based on the NaOH catalyzed rearrangement of propargylic hydroxylamines 1. The synthetic potential of these β-enaminones is illustrated in an original synthesis of pyrimidines.
authors.affiliation: Institut Charles Gerhardt UMR 5253 CNRS-UM2-UM1-ENSCM, 8 rue de l'Ecole Normale, 34296 Montpellier Cedex 5, France.
authors.forename: Eric
authors.initials: E
authors.lastname: Gayon
authors.forename: Monika
authors.initials: M
authors.lastname: Szymczyk
authors.forename: Hélène
authors.initials: H
authors.lastname: Gérard
authors.forename: Emmanuel
authors.initials: E
authors.lastname: Vrancken
authors.forename: Jean-Marc
authors.initials: JM
authors.lastname: Campagne
mesh_terms: D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry; D012972:Sodium Hydroxide / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D011743:Pyrimidines; D012972:Sodium Hydroxide