A highly enantioselective Brønsted acid catalyzed reaction cascade

Magnus Rueping*, Andrey P. Antonchick

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

107 Scopus citations

Abstract

(Chemical Equation Presented) One cat. is enough! A highly enantiose-lective reaction has been developed for the three-component reaction of an enamine with a vinyl ketone and a Hantszsch ester in which each of the six reaction steps is catalyzed by the same chiral Brønsted acid (see scheme). This reaction offers efficient access to tetrahydropyridines and azadecalinones from simple and readily available starting materials.

Original languageEnglish (US)
Pages (from-to)5836-5838
Number of pages3
JournalAngewandte Chemie - International Edition
Volume47
Issue number31
DOIs
StatePublished - Jul 21 2008

Keywords

  • Michael reaction
  • Organocatalysis
  • Phosphates
  • Piperidines
  • Reductive amination

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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