Aromatic fluorination with xenon difluoride: L-3,4-dihydroxy-6-fluoro-phenylalanine

Abstract
L-3-Methoxy-4-hydroxyphenylalanine was fluorinated directly with XeF2 in CH2Cl2 at −60 °C invacuo. After hydrolysis with 48% aqueous HBr, L-6-fluorodopa was obtained. The yield, based on XeF2, was 25%. This reaction might be applied when chiral biomolecules are to be tagged with fluorine-18.