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Keywords:

  • asymmetric catalysis;
  • carbenoids;
  • diazo compounds;
  • rhodium;
  • ylides
Thumbnail image of graphical abstract

Chiral dirhodium carboxylate complexes ([Rh2(S-PTAD)4] or [Rh2(S-PTTL)4], see scheme) efficiently catalyze asymmetric three-component coupling reactions of α-diazophosphonates, anilines, and electron-deficient aldehydes to give α-amino-β-hydroxyphosphonates. The high level of enantiocontrol provides evidence for the intermediacy of metal-bound ammonium ylide in the product-forming step.