Stereoselective and catalytic access to β-enaminones: an entry to pyrimidines.

J Org Chem

Institut Charles Gerhardt UMR 5253 CNRS-UM2-UM1-ENSCM, 8 rue de l'Ecole Normale, 34296 Montpellier Cedex 5, France.

Published: October 2012

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.

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http://dx.doi.org/10.1021/jo301675gDOI Listing

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