The relative rates of protonation of cis-and trans-cyclo-octenes were determined to be 1:3000 in the acid-catalysed addition of methanol; this result is compared with those for related bridgehead alkenes in order to correlate the enhanced reactivities with their strain energies.
Y. Inoue, T. Ueoka and T. Hakushi, J. Chem. Soc., Chem. Commun., 1982, 1076 DOI: 10.1039/C39820001076
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