Abstract
Electrochemical experiments were performed in Me 2 SO on a number of 2-alkyl and 2-benzylthiazolium ions in the absence and presence of sodium bis(trimethylsilyl) amide (pK=26). Under the latter conditions there is quantitative deprotonation at the C2α position leading to enamines that are structurally similar to the key enzyme-bound enamine intermediate present on all thiamin diphosphate dependent enzymes
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