Abstract:<p>2-(Trimethylsilyl)ethyl
2,2,2-trichloroacetimidate is readily synthesized from 2-trimethylsilylethanol
in high yield. This imidate is an effective reagent for the formation of
2-trimethylsilylethyl esters without the need for an exogenous promoter or
catalyst, as the carboxylic acid substrate is acidic enough to promote ester
formation without an additive. Deuterium labeling studies indicate that a
β-silyl carbocation intermediate is involved in the transformation.</p>
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