144479-64-1Relevant academic research and scientific papers
Rearrangements Involving the Tricyclo3,6>heptyl and Tricyclo3,6>octyl Systems. Single-Electron Transfer in the Reduction of a Bridgehead Tosylate with Lithium Aluminium Hydride
Della, Ernest W.,Janowski, Wit K.,Pigou, Paul E.
, p. 1205 - 1211 (2007/10/02)
The attempted conversion of tricyclo3,6>heptane-6-methanol (9) into the corresponding tosylate (7) leads instead to a rearranged isomer tricyclo3,6>oct-6-yl tosylate (10).Treatment of (10) with lithium aluminium hydride affords a mixture of the parent alcohol tricyclo3,6>octan-6-ol (15) and endo-bicyclooctan-6-ol.The available evidence suggests that the latter arises by a process which appears to be mediated by alkoxy radicals rather than anions.
