SCHEDULED MAINTENANCE
The stereochemistry of the alkali-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.
D. H. G. Crout, E. R. Lee and D. P. J. Pearson, J. Chem. Soc., Perkin Trans. 2, 1991, 381 DOI: 10.1039/P29910000381
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