Sergi Rodríguez-Escrich, Dana Popa, C. Jimeno
Aug 10, 2005
Citations
0
Influential Citations
39
Citations
Journal
Organic Letters
Abstract
(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.