Kinetic resolution of amines by acylation using 3-diacylaminoquinazolin-4(3H)-ones

Four diastereoisomeric 3-diacylaminoquinazolinones 8a-d have been separated and identified by X-ray structure determinations on three of them: their stoichiometric reactions with alpha-phenylethylamine and with 2-methylpiperidine (2 equiv. of amine) gave the corresponding N-(2-acetoxypropanoyl)amine and unreacted amine in high diastereomeric/enantiomeric excess.