Organocatalytic enantioselective aziridination of α,β- unsaturated aldehydes

Jan Vesely, Ismail Ibrahem, Gui Ling Zhao, Ramon Rios, Armando Córdova

Research output: Contribution to journalArticlepeer-review

209 Scopus citations

Abstract

(Chemical Equation Presented) Simple chiral amines catalyze a highly chemo- and enantioselective aziridination of α,β-unsaturated aldehydes to provide 2-formylaziridines in good yields and with up to 99% ee. The synthetic utility of this organocatalytic method was exemplified in a two-step asymmetric synthesis of β-amino acid esters with readily removable protecting groups (see scheme; R1 = tert-butoxycarbonyl, benzyloxycarbonyl).

Original languageBritish English
Pages (from-to)778-781
Number of pages4
JournalAngewandte Chemie - International Edition
Volume46
Issue number5
DOIs
StatePublished - 2007

Keywords

  • β-amino acids
  • Asymmetric catalysis
  • Aziridines
  • Domino reactions
  • Organocatalysis

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