Catalytic asymmetric aminoallylation of aldehydes: A catalytic enantioselective aza-cope rearrangement

Magnus Rueping*, Andrey P. Antonchick

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

90 Scopus citations

Abstract

(Chemical Equation Presented) A condensation-rearrangement sequence forms the basis of a high-yielding route to chiral homoallylic amines from readily accessible aldehydes (see scheme). This transformation is both the first enantioselective Brønsted acid catalyzed sigmatropic rearrangement and the first example of a catalytic asymmetric aza-Cope rearrangement.

Original languageEnglish (US)
Pages (from-to)10090-10093
Number of pages4
JournalAngewandte Chemie - International Edition
Volume47
Issue number52
DOIs
StatePublished - Dec 15 2008
Externally publishedYes

Keywords

  • Allylation
  • Brønsted acids
  • Ion pairs
  • Organocatalysis
  • Sigmatropic rearrangement

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

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