Palladium-Catalyzed Chemoselective Protodecarboxylation of Polyenoic Acids

Org Lett. 2018 Dec 7;20(23):7375-7379. doi: 10.1021/acs.orglett.8b03016. Epub 2018 Nov 27.

Abstract

Conditions for the first palladium-catalyzed chemoselective protodecarboxylation of polyenoic acids to give the desired polyenes in good yields are presented. The reactions proceed under mild conditions using either a Pd(0) or Pd(II) catalyst and tolerate a variety of aryl and aliphatic substitutions. Unique aspects of the reaction include the requirement of phosphines, water, and a polyene adjacent to the carboxylic acid.

Publication types

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