Diastereoselective control through hydrogen bonding in the aziridination of the chiral allylic alcohols by acetoxyaminoquinazolinone

A study related to the high diastereoselectivity observed for the aziridinations of chiral allylic alcohols with acetoxyaminoquinazolinone (Q-NHOAc) is presented. The observed selectivity is demonstrated in terms of hydrogen bonding between the hydroxy functionality of the allylic alcohol and the remote carbonyl group of the quinazolinone.