Norbornane‐di‐endo‐ and ‐di‐exo‐fused dihydro‐1,3‐oxazines underwent cycloaddition with in situ prepared acetonitrile oxide to yield tetracyclic 1,2,4‐oxadiazolines. Either the CC bond of the double dipolarophiles with the norbornene skeleton was saturated to give isoxazoline regioisomers, or a second molecule of the dipole added to the CN bond, resulting in the formation of a bis‐adduct. The structures of the products were confirmed by 1H and 13C NMR spectroscopy, making use of DNOE experiments.
- H and C NMR
- Cycloaddition of acetonitrile oxide to norbornane/ene‐fused dihydro‐1,3‐oxazines
ASJC Scopus subject areas
- Materials Science(all)