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RESEARCH PRODUCT

Metal-Free and User-Friendly Regioselective Hydroxyfluorination of Olefins

Santos FusteroGerald B. HammondPablo BarrioBo XuNanako KobayashiDaniel M. SedgwickRaquel RománInés LópezOtome E. Okoromoba

subject

User FriendlyHalogenationMolecular Structure010405 organic chemistryOrganic ChemistryRegioselectivityAlkenes010402 general chemistry01 natural sciencesBiochemistryCombinatorial chemistryArticle0104 chemical scienceschemistry.chemical_compoundchemistryMetal freeMetalsPhysical and Theoretical ChemistryDerivative (chemistry)

description

A simple, user-friendly, metal-free protocol for the regioselective anti-Markovnikov hydrofluorination of olefins using readily available and inexpensive reagents has been developed. This new approach displays a broader scope than previously reported methodologies and has been applied to the late-stage fluorination of a complex molecule, giving rise to a fluorosteroid derivative. The stereochemistry of the process has also been studied in some detail.

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