Enantioselective conjugate additions of α-amino radicals via cooperative photoredox and Lewis acid catalysis

J Am Chem Soc. 2015 Feb 25;137(7):2452-5. doi: 10.1021/ja512746q. Epub 2015 Feb 16.

Abstract

We report the highly enantioselective addition of photogenerated α-amino radicals to Michael acceptors. This method features a dual-catalyst protocol that combines transition metal photoredox catalysis with chiral Lewis acid catalysis. The combination of these two powerful modes of catalysis provides an effective, general strategy to generate and control the reactivity of photogenerated reactive intermediates.

Publication types

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

MeSH terms

  • Amines / chemistry*
  • Catalysis
  • Free Radicals / chemistry
  • Lewis Acids / chemistry*
  • Oxidation-Reduction
  • Photochemical Processes*
  • Stereoisomerism

Substances

  • Amines
  • Free Radicals
  • Lewis Acids