Nitrogen insertion to bicyclo[2.2.1]heptanones; the photo-Beckmann rearrangement of oximes of (+)-fenchone and (+)-camphor1,2

Abstract

The major products of the photolysis of the oximes of two natural bicyclo[2.2.1]heptanones, (+)-fenchone and(+)-camphor, in methanol are nearly equal amounts of two isomeric lactams arising from the photo-Beckmann rearrangement and the corresponding ring-opened amides.