Organic & Biomolecular Chemistry · 2020 · 15 citations · 25 references
Natural SciencesChemistryOrganic ChemistryDiversity-oriented SynthesisHeterocycle SynthesisOrganic SynthesisEnantioselective OxidationHydrofluorinationRing-forming Reactions
We herein report the deoxyfluorination of cyclic α-hydroxy-β-ketoesters using diethylaminosulfur trifluoride (DAST). The reaction proceeds with excellent levels of stereospecificity, giving the configurationally inverted α-fluoro-β-ketoesters in high yields under operationally simple conditions.
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