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Enantioselective organocatalytic addition of azlactones to maleimides: A highly stereocontrolled entry to 2,2-Disubstituted-2H-oxazol-5-ones

  • Andrea Nekane R. Alba
  • , Guillem Valero
  • , Teresa Calbet
  • , Mercê Font-Bardía
  • , Albert Moyano
  • , Ramon Rios
  • Universitat de Barcelona

Research output: Contribution to journalArticlepeer-review

73 Scopus citations

Abstract

The first highly diastereo- and enantioselective organocatalytic synthesis of 2,2-disubstituted-2H-oxazol-5-ones is described. The addition of oxazolones to maleimides is promoted by bifunctional thiourea catalysts, which afford the corresponding 2,2-disubstituted-2H-oxazol-5-ones with total regio- and stereocontrol.

Original languageBritish English
Pages (from-to)9884-9889
Number of pages6
JournalChemistry - A European Journal
Volume16
Issue number32
DOIs
StatePublished - 23 Aug 2010

Keywords

  • Maleimides
  • Michael addition
  • Organocatalysis
  • Oxazolones

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