Comparisons of acid- and base-catalysed reactions of epicatechin-(4β)-phenyl sulphide and leucocyanidin show that condensations proceed more rapidly at alkaline than at acidic pH so the biosynthesis of condensed tannins may occur through a quinone methide rather than a carbocation intermediate.
R. W. Hemingway and L. Y. Foo, J. Chem. Soc., Chem. Commun., 1983, 1035 DOI: 10.1039/C39830001035
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