(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 α-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 is a versatile reagent for determining the ee of -chiral amines, making it useful for analyzing scalemic mixtures of amines.

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(S)-2-[(R)-Fluoro(phenyl)methyl]oxirane: A General Reagent for Determining the ee of α-Chiral Amines

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