137513-08-7Relevant articles and documents
On the Use of 3-Bromopropyne as a Reagent for the Introduction of the Pyruvate Moiety
Chen, Chen,Crich, David
, p. 1289 - 1290 (2007/10/02)
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.