trans-Addition in the palladium-catalysed hydrogenation of dimethyl bicyclo[2,2,2]oct-2-ene-2,3-dicarboxylate (1) increased from 1 to over 60% if traces of strong acid were present; as shown by deuteriation experiments, the solvent participates in the formation of the trans-isomer.
F. van Rantwijk, A. van Vliet and H. van Bekkum, J. Chem. Soc., Chem. Commun., 1973, 234 DOI: 10.1039/C39730000234
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