Journal of the Chemical Society. Chemical communications p. 1289 - 1290 (1991)
Update date:2022-08-05
Topics: Chemical formula Reagent Organic synthesis Introduction Experiment Moiety
Chen, Chen
Crich, David
In the presence of metallic zinc 3-bromopropyne reacts with aldehydes to give homopropynylic alcohols which are converted to the corresponding bromohomopropynylic acetates by acetylation followed by reaction with N-bromosuccinimide and a catalytic quantity of silver acetate; these derivatives are then oxidized to γ-acetoxy-α-ketoesters with osmium tetroxide and tert-butyl hydroperoxide resulting in a convenient four step sequence for the introduction of the pyruvate moiety.
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(1991)
