The photochemical Beckmann rearrangement of adamantanone oxime
Abstract
The photolysis of adamantanone oxime (I) in acetic acid under a nitrogen stream at room temperature for 6 hr yields 4-azatricyclo[4,3,1,1]undecan-5-one (III) and adamantanone (II) in 89 and 8% yields, respectively, without any fragmentation product.