Diastereoselective synthesis of 3,6-disubstituted 3,6-dihydropyridin-2-ones

Academic Article

Abstract

  • In a short sequence, 5-vinyloxazolidin-2-ones were converted into the 3,6-disubstituted 3,6-dihydropyridin-2-ones via Pd-catalysed carbonylation and enolate alkylation with high diastereoselectivity. Alkylation of 6-substituted N-methylpyridin-2-ones gives stereoselectively the 3,6-anti diastereoisomer with MeI, BuI and i-PrI. Alkylation of the corresponding N-BOC pyridinones gives the 3,6-syn diastereoisomer with high selectivity. © 2003 Elsevier Science Ltd. All rights reserved.
  • Authors

    Digital Object Identifier (doi)

    Author List

  • Anderson TF; Knight JG; Tchabanenko K
  • Start Page

  • 757
  • End Page

  • 760
  • Volume

  • 44
  • Issue

  • 4