(S)-2-[(R)-Fluoro(phenyl)methyl]oxirane is a new, synthetic, yet enantiopure, chiral resolution reagent, readily obtained from enantiopure (2S,3S)-phenylglycidol, that reacts with a variety of -chiral primary and secondary amines in a straightforward manner through a regioselective ring-opening. Diastereomeric products are easily identified and quantified by 19F, 1H, and 13C NMR and by HPLC, which makes this fluorinated compound a most versatile reagent for the analysis of scalemic mixtures of amines.
![(S)-2-[(R)-Fluoro(phenyl)methyl]oxirane: a general reagent for determining the ee of alpha-chiral amines](https://www.iciq.org/wp-content/uploads/2014/03/S-2-R-Fluorophenylmethy_eng_noticies_articles_2005_17.gif)