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Palladium-catalyzed asymmetric [3 + 2] cycloaddition of 5-vinyloxazolidinones with imines using chiral ammonium-phosphine hybrid ligand

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Abstract

A palladium-catalyzed asymmetric [3 + 2] annulation reaction between racemic 5-vinyloxazolidinones and N-sulfonyl imines was established. Under the influence of the palladium complex with a chiral ammonium-phosphine hybrid ligand, the cycloaddition proceeded smoothly to yield imidazolidines bearing α-amino quaternary stereocenters in high yields with excellent diastereo- and enantioselectivities.

Original languageEnglish
Pages (from-to)4304-4306
Number of pages3
JournalACS Catalysis
Volume4
Issue number12
DOIs
Publication statusPublished - 2014 Dec 5
Externally publishedYes

Keywords

  • ammonium ion
  • asymmetric catalysis
  • cycloaddition
  • imidazolidine
  • palladium
  • phosphine

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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