Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters
Christopher Mairhofer, Victoria Haider, Thomas Bögl, Mario Waser
Abstract
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.
Topics & Concepts
StereospecificityChemistrySimple (philosophy)StereochemistryCombinatorial chemistryOrganic chemistryCatalysisPhilosophyEpistemologyFluorine in Organic ChemistrySynthesis and Reactions of Organic CompoundsCarbohydrate Chemistry and Synthesis