133562-45-5Relevant articles and documents
Stereoelectronic Control of the Tertiary Ketol Rearrangement: Implications for the Mechanism of the Reaction Catalysed by the Enzymes of Branched-chain Amino Acid Metabolism, Reductoisomerase and Acetolactate Decarboxylase
Crout, David H. G.,McIntyre, C. Rupert,Alcock, Nathaniel W.
, p. 53 - 62 (2007/10/02)
The alkali-catalised rearrangement of (R)--3-hydroxy-3-methylpentan-2-one has been studied.Rearrangement via transition state having an anti arrangement of C-O bonds was preferred over that with a syn arrangement by a factor of 1.8:1.The result is of interest in relation to the mechanism of action of the enzymes reductoisomerase and acetolactate decarboxylase, both of which are involved in the metabolism of the branched-chain amino acids.The structure and relative configuration of the product 23 of bromolactonisation of N-methacryloyl L-proline 22 were determined by X-ray crystallographic analysis.