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Formal Enone α-Arylation via I(III)-Mediated Aryl Migration/Elimination

Bruna S. Martins, Daniel Kaiser, Adriano Bauer, Irmgard Tiefenbrunner, Nuno Maulide

2021Organic Letters31 citationsDOIOpen Access PDF

Abstract

A formal enone α-arylation is described. This metal-free transformation relies on the I(III)-mediated skeletal reorganization of silyl enol ethers and features mild conditions, good yields, and high stereoselectivities for β-substituted enones.

Topics & Concepts

EnoneChemistryEnolArylSilylationFormal synthesisTransformation (genetics)Combinatorial chemistryStereochemistryCatalysisOrganic chemistryBiochemistryGeneAlkylCatalytic C–H Functionalization MethodsSynthetic Organic Chemistry MethodsOxidative Organic Chemistry Reactions
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