2- Nitroso-2-azabicyclo octanes

A comparison of structures of V-methyl-V-nitroso-p-nitrobenzamide, N,N -dimethyl-V-nitrosourea, V-methyl-V-nitrosourea, 2-nitroso-2-azabicyclo[2.2.2]octan-3-one to those of V-methyl-V -nitro-V-nitrosoguanidine and V,V -dimethyl-V"-cyano-V-nitrosoguanidine shows that the N—N and C—NNO bond lengths in the nitroguanidines44 are similar to those found in the nitrosoamides, but that the corresponding bonds in... 

The populations of the rotamers are affected by steric effects. Karabatsos and Taller (77) examined the populations of unsymmetrical nitrosamines and found that in methyl-terr-butylnitrosamine only one isomer was observable. Nelsen and associates (78) similarly found that the populations of conformers of 2-nitroso-2-azabicyclo[2.2.2]octanes (40) are affected by the substituent in the 3-position. 

Ring expansion. trfln5-2-en /o-Nitroso-3-ejco-dimethylaminonorbornane dimer added to a refluxing ethereal suspension of LiAlH4, and the product isolated after 1 hr. -> N-hydroxy-3-azabicyclo[3.2.1]octane. Y 40%. S. Chen, Tetrah. Let. 1972, 7. 

---