CuH-Catalyzed Asymmetric Hydroamidation of Vinylarenes

Angew Chem Int Ed Engl. 2018 May 28;57(22):6672-6675. doi: 10.1002/anie.201802797. Epub 2018 Apr 30.

Abstract

A CuH-catalyzed enantioselective hydroamidation reaction of vinylarenes has been developed using readily accessible 1,4,2-dioxazol-5-ones as electrophilic amidating reagents. This method provides a straightforward and efficient approach to synthesize chiral amides in good yields with high levels of enantiopurity under mild conditions. Moreover, this transformation tolerates substrates bearing a broad range of functional groups.

Keywords: alkenes; amidation; amides; copper; enantioselectivity.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis*
  • Amides / chemistry
  • Catalysis
  • Copper / chemistry*
  • Hydrogen / chemistry*
  • Molecular Structure
  • Vinyl Compounds / chemistry*

Substances

  • Amides
  • Vinyl Compounds
  • Copper
  • Hydrogen