
%0 Journal Article
%A Dalton, LK 
%T An &#945;-diketone from the condensation product of glucose and ethyl acetoacetate
%J Australian Journal of Chemistry
%D 1964/10/01
%V 17
%N 10
%P 1174-1181
%K 
%R https://doi.org/10.1071/CH9641174
%U https://www.publish.csiro.au/paper/CH9641174 
%X When the product from the condensation of glucose and ethyl acetoacetate, ethyl 2-D-arabino-tetrahydroxybutyl-5-methyl-4-furoate (Ia), is heated in ethanolic hydrogen chloride, an a-diketone (IVa) is produced. It exists as a mono-enol in solution and in the solid state. Although this diketone is formed with an aliphatic side chain, there is at first a predominant, but reversible, cyclization to the &quot;difuran&quot; (II). With hydrogen peroxide the diketone yields 2-carboxymethy1-5- methyl-4-furoic acid (VII), and with alkali it undergoes a benzilic acid rearrangement. 
