Preparation and ring-opening reactions of N-diphenylphosphinyl vinyl aziridines

Abstract

Predominantly (E)-N-diphenylphosphinyl vinyl aziridines are prepared by a reaction of N-diphenylphosphinyl imines with α-bromoallyllithium in the presence of freshly fused ZnCl2. These aziridines undergo a ring-opening reaction with a variety of carbon and heteronucleophiles, in good yield, and generally with good regioselectivity. © 2013 Jarvis et al; licensee Beilstein-Institut. Copyright 2013 BMJ Publishing Group. All rights reserved.