Abstract: | Two types of rearrangements are observed on 2-azabicyclo-[2.2.2] octene derivatives with hydroxy, tosyloxy or acyloxy substituentson me nitrogen. These are concerted Wagner-Meerwein migration forming an 1-azabicyclo[3.2.1 ]octene or a scission of the bicyclic system leading to a cyclohexenone oxime. Results in bicycloheptene and bicyclooctene series (and their saturated derivatives) are compared. |