New Bisoxazoline Ligands Enable Enantioselective Electrocatalytic Cyanofunctionalization of Vinylarenes

J Am Chem Soc. 2019 Sep 18;141(37):14480-14485. doi: 10.1021/jacs.9b03296. Epub 2019 Sep 9.

Abstract

In contrast to the rapid growth of synthetic electrochemistry in recent years, enantioselective catalytic methods powered by electricity remain rare. In this work, we report the development of a highly enantioselective method for the electrochemical cyanophosphinoylation of vinylarenes. A new family of serine-derived chiral bisoxazolines with ancillary coordination sites were identified as optimal ligands.

Publication types

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

MeSH terms

  • Cyanides / chemistry*
  • Hydrocarbons / chemistry
  • Ligands
  • Oxazoles / chemistry*
  • Stereoisomerism
  • Vinyl Compounds / chemistry*

Substances

  • Cyanides
  • Hydrocarbons
  • Ligands
  • Oxazoles
  • Vinyl Compounds