Stereoselective and Catalytic Access to β-Enaminones: An Entry to Pyrimidines
Eric Gayon, Monika Szymczyk, Hélène Gérard*, Emmanuel Vrancken* and Jean-Marc Campagne*
*Institut Charles Gerhardt UMR 5253 CNRS-UM2-UM1-ENSCM, 8 rue
de l'Ecole Normale, 34296 Montpellier Cedex 5; France, UPMC-Université Paris 06,
CNRS case 137, 4 Place Jussieu, 75262 Paris Cedex 05, France, Email:
emmanuel.vrancken
enscm.fr; jean-marc.campagneenscm.fr;
helene.gerardupmc.fr
E. Gayon, M. Szymczyk, H. Gérard, E. Vrancken, J.-M. Campagne, J. Org. Chem., 2012, 77, 9205-9220.
DOI: 10.1021/jo301675g
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Abstract
A NaOH catalyzed rearrangement of propargylic hydroxylamines allows a highly stereoselective access to Cbz-protected β-enaminones. A subsequent synthesis of pyrimidines shows the synthetic potential of these β-enaminones.
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Key Words
ID: J42-Y2012-3280
