Diastereoselective control through hydrogen bonding in the aziridination of the chiral allylic alcohols by acetoxyaminoquinazolinone.
A high diastereoselectivity (up to >99:1) is found for the aziridinations of chiral allylic alcohols with acetoxyaminoquinazolinone (Q-NHOAc). The selectivity is explained in terms of hydrogen bonding between the hydroxy functionality of the allylic alcohol and the remote carbonyl group of the quinazolinone.
Cakici
Murat
M
Faculty of Sciences, Department of Chemistry, Ataturk University, 25240 Erzurum, Turkey.
Karabuga
Semistan
S
Kilic
Hamdullah
H
Ulukanli
Sabri
S
Sahin
Ertan
E
Sevin
Fatma
F