Oxidative radical cyclisations for the synthesis of gamma-lactones

Chem Commun (Camb). 2008 Jun 14:(22):2559-61. doi: 10.1039/b802473a. Epub 2008 Apr 21.

Abstract

The use of manganese(III) acetate in combination with copper(II) triflate allows the synthesis of [3.3.0]-bicyclic gamma-lactones from 4-pentenylmalonates in excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry
  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry
  • Copper / chemistry
  • Cyclization
  • Cyclopentanes / chemical synthesis
  • Cyclopentanes / chemistry
  • Free Radicals / chemistry
  • Lactones / chemical synthesis*
  • Lactones / chemistry
  • Malonates / chemistry
  • Mesylates / chemistry
  • Molecular Structure
  • Organometallic Compounds / chemistry
  • Oxidation-Reduction

Substances

  • Acetates
  • Bridged Bicyclo Compounds, Heterocyclic
  • Cyclopentanes
  • Free Radicals
  • Lactones
  • Malonates
  • Mesylates
  • Organometallic Compounds
  • manganese(III) acetate dihydrate
  • Copper
  • trifluoromethanesulfonic acid