Abstract
5-Isopropylidene-2,2-dimethyl-1,3-dioxane-4,6-dione (the condensation product of Meldrum's acid and acetone) reacts with trialkyl(aryl) phosphites in the presence of alcohols to produce dialkyl 2-[1-(dialkoxyphosphoryl)-1-methylethyl]malonate in good yields.
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