Journal of the American Chemical Society, Vol.137, No.22, 7067-7070, 2015
Ligand-Enabled Stereoselective beta-C(sp(3))-H Fluorination: Synthesis of Unnatural Enantiopure anti-beta-Fluoro-alpha-amino Acids
A quinoline-based ligand was shown to promote palladium-catalyzed beta-C(sp(3))-H fluorination for the first time. A range of unnatural enantiopure fluorinated alpha-amino acids were obtained through sequential beta-C(sp(3))-H arylation and subsequent stereoselective fluorination from readily available L-alanine.