SEARCH

SEARCH BY CITATION

Keywords:

  • aldehydes;
  • cascade reactions;
  • molecular complexity;
  • organocatalysis;
  • quaternary stereocenters
Thumbnail image of graphical abstract

Time to α-branch out! The first highly enantioselective aminocatalytic activation of α-substituted α,β-unsaturated aldehydes is presented. The chiral primary amine 1 selectively activates α-branched enals toward a well-defined iminium ion/enamine reaction sequence for both Friedel–Crafts/amination and sulfa-Michael/amination cascades. The valuable multifunctional products, having two contiguous sterocenters, are isolated in high enantiomeric purity.