Multiple Homoallyl‐Umlagerungen bei der Hydrolyse von 3,5‐Dibrom‐tricyclo [2,2,2,0 2,6 ] octanen. Bicyclo [2,2,2] octan‐Reihe, 7. Mitteilung

Hydrolysis of the trans and exo‐cis forms of 3,5‐dibromo‐tricyclo[2,2,2,0 2,6 ]‐octane, 6 and 7 respectively, proceeds at an enhanced rate and leads exclusively to tricyclo[2,2,2,0] 2,6 ]octane‐3,5‐endo‐cis‐diol (diol B, 31). In the presence of acid, ca 70% of this kinetically controlled product is converted into five isomeric diols, viz. bicyclo[3,2,l]oct76‐ene‐2, 8‐exo‐diol (diol A, 25), bicyclo[2,2,2]oct‐5‐ene‐2,3‐trans‐diol (diol C, 29), bicyclo[3,2,l]oct‐6‐ene‐2‐exo‐8‐endo‐diol (diol D, 27), tricyclo‐[2,2,2,0 2,6 ]octane‐3, 5‐trans‐diol (diol E, 33) and tricyclo[2,2,2,0 2,6 ]octane‐3, 5‐exo‐cis‐diol (diol F, 32).