Optical resolution of chiral N-alkyl-3,3-bismethoxycarbonyloxaziridines
Abstract
Classical optical resolution by fractional crystallization of diastereoisomeric salts obtained from the reaction of racemic N-t-butyl-(3a) and N-isopropyl-oxaziridine-3,3-dicarboxylic acid monomethyl ester (3b) with (R)-(+)- and (S)-(–)-1-phenylethylamine, followed by methylation of the optically active (3a) and (3b), affords chiral oxaziridines (2a) and (2b) whose asymmetry is due solely to the nitrogen atom.
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