Tetrabutylammonium iodide catalyzed synthesis of allylic ester with tert-butyl hydroperoxide as an oxidant

Org Lett. 2012 Jul 6;14(13):3384-7. doi: 10.1021/ol3013606. Epub 2012 Jun 25.

Abstract

A metal-free C-H oxidation for the construction of allylic esters has been developed. The use of a commercially available and inexpensive catalyst and oxidant, and readily available starting materials, coupled with the operational simplicity of the reaction, renders the methodology a useful alternative to other approaches typically employed in the synthesis of allylic esters.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allyl Compounds / chemical synthesis*
  • Allyl Compounds / chemistry
  • Catalysis
  • Esters / chemical synthesis*
  • Esters / chemistry
  • Molecular Structure
  • Oxidants / chemistry*
  • Oxidation-Reduction
  • Quaternary Ammonium Compounds / chemistry*
  • Stereoisomerism
  • tert-Butylhydroperoxide / chemistry*

Substances

  • Allyl Compounds
  • Esters
  • Oxidants
  • Quaternary Ammonium Compounds
  • tert-Butylhydroperoxide
  • tetrabutylammonium