Organic & Biomolecular Chemistry · 2014 · 50 citations · 67 references
Natural SciencesChemistryOrganic ChemistryLipid PeroxidationRedox ReactionsAlkane FunctionalizationC - H Bond FunctionalizationCopper-catalyzed OxidationCopper-induced Lipid PeroxidationElectron-donating GroupsElectron-withdrawing GroupsPeroxidation ProcessesRadical Mediated C - H Functionalization
A copper(I)-promoted cycloalkylation-peroxidation strategy has been developed via a three-component reaction involving cycloalkanes, tert-butyl hydroperoxide (TBHP) and internal conjugated alkenes possessing electron-withdrawing groups (EWGs). This process installs C-O and C-C bonds via sp(3) C-H functionalisation with concomitant generation of two stereocentres. This regioselective radical addition of coumarin system is opposite to that of styrene.
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