Author/Authors :
Al-Sehemi، نويسنده , , Abdullah G and Atkinson، نويسنده , , Robert S and Fawcett، نويسنده , , John and Russell، نويسنده , , David R، نويسنده ,
Abstract :
The presence of an N–N chiral axis in a 3-(N-benzoyl-N-isobutanoyl)aminoquinazolin-4(3H)-one (DAQ) bearing a chiral substituent in the 2-position of the quinazolinone allows separation of two enantiopure diastereoisomers; one of these diastereoisomers reacts with racemic 2-methylpiperidine to give (R)(+)-1-benzoyl-2-methylpiperidine (95% ee) and (S)-2-methylpiperidine (91% ee) even using stoichiometric quantities of reagents (1 equiv. DAQ: 2 equiv. amine).