133973-14-5Relevant articles and documents
Stereoelectronic Control of the Base-catalysed Rearrangement of 2-Hydroxy-3-oxocarboxylates
Crout, David H. G.,Lee, Edward R.,Pearson, David P. J.
, p. 381 - 385 (2007/10/02)
The stereochemistry of the alkyl-catalysed rearrangement of α-acetohydroxybutyrate (2-ethyl-2-hydroxy-3-oxobutanoate) was studied.The rearrangement was found to proceed via a transition state in which a syn arrangement of the C-O bonds is preferred over the anti arrangement by a factor of >/= 2:1.