A stereochemical preference for trans-1,2-elimination and hydrolysis with inversion of configuration has been found when solutions of toluene-p-sulphonate esters are stirred over alumina, but exo-norbornyl toluene-p-sulphonate undergoes 1,3-elimination and hydrolysis with retention of configuration.
G. H. Posner, R. J. Johnson and M. J. Whalen, J. Chem. Soc., Chem. Commun., 1972, 281 DOI: 10.1039/C39720000281
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