Login / Signup

Enantioselective Cpx RhIII -Catalyzed Carboaminations of Acrylates.

Coralie DucheminNicolai Cramer
Published in: Angewandte Chemie (International ed. in English) (2020)
Enantioselective carboaminations of olefins constitute an attractive strategy for a rapid increase in molecular complexity from readily available starting materials. Reported here is an intermolecular asymmetric carboamination of acrylates using rhodium(III)-catalyzed alkenyl C-H activations of N-enoxysuccinimides to generate the nitrogen and carbon portion for the transfer. A rhodium complex equipped with a tailored bulky trisubstituted chiral Cpx ligand ensures carboamination chemoselectivity as well high levels of enantioinduction. The transformation operates under mild reaction conditions at ambient temperatures and provides access to a variety of α-amino esters in good yields and excellent enantiomeric ratios of >99.5:0.5.
Keyphrases
  • room temperature
  • capillary electrophoresis
  • air pollution
  • particulate matter
  • ionic liquid
  • smoking cessation
  • electron transfer
  • mass spectrometry
  • sensitive detection