Abstract

α-Alkynyl-α'-trimethylsilylhydrazones are readily oxidized into diazo compounds under simple experimental conditions. These stable diazo species can in turn react with a range of carboxylic acids via a protonation-nucleophilic substitution sequence, leading to valuable α-acyloxy-α-alkynyltrimethylsilanes. This procedure avoids the delicate preparation and manipulation of α-hydroxypropargyltrimethylsilanes.

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