N -bromosuccinimide-induced aminocyclization-aziridine ring-expansion cascade: An asymmetric and highly stereoselective approach toward the synthesis of azepane

Abstract

A novel N-bromosuccinimide induced aminocyclization-aziridine ring expansion cascade is reported. Substituted azepanes were isolated exclusively in good yields. The azepane products could be transformed into a number of functional molecules including piperidines, a bicyclic amine, and a bridgehead amide. © 2014 American Chemical Society.