The H2SO4–HOAc–Ac2O catalysed dehydration of 9-hydroxy-10-methyl-cis- and trans-decahydronaphthalenes occurs regiospecifically without skeletal or methyl rearrangement and is interpreted in terms of the intermediacy of a tight ion pair where the departing oxyanion acts as the base in the removal of a syn-proton.
J. M. Coxon and N. B. Lindley, J. Chem. Soc., Chem. Commun., 1976, 308 DOI: 10.1039/C39760000308
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