Although 3-(4-amono-2-methyl-pyromidin-5-yl)mehtyl-5-ethoxycarbonyl-4-methylthiazolium chlorine (2) undergoes a rapid C-2 H/D exchange in acidic D2O, formation of its neutral tricyclic form in basic solution completely inhibits the ability of this thiamine analogue to catalyse the benzoin condensation.
M. B. Doughty and G. E. Risinger, J. Chem. Soc., Chem. Commun., 1985, 1551 DOI: 10.1039/C39850001551
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