Litcius/Paper detail

Enantioselective Cp<sup>x</sup>Rh<sup>III</sup>‐Catalyzed Carboaminations of Acrylates

Coralie Duchemin, Nicolai Cramer

2020Angewandte Chemie22 citationsDOI

Abstract

Abstract 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 Cp x 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 &gt;99.5:0.5.

Topics & Concepts

Enantioselective synthesisRhodiumChemoselectivityChemistryCatalysisIntermolecular forceLigand (biochemistry)EnantiomerCombinatorial chemistryOrganic chemistryMedicinal chemistryMoleculeBiochemistryReceptorCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis