Although phenols react with dimethyl acetylenedicarboxylate (DMAD) to give a mixture of both cis- and trans-addition products, the reaction with DMAD adsorbed on alumina gives cis-addition products stereoselectively.
M. Kodomari, T. Sakamoto and S. Yoshitomi, J. Chem. Soc., Chem. Commun., 1990, 701 DOI: 10.1039/C39900000701
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