The base-catalysed rearrangement of α-acetolactate (2-hydroxy-2-methyl-3-oxobutanoate) : a novel carboxylate ion migration in a tertiary ketol rearrangement
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 1982-1989
- https://doi.org/10.1039/p19790001982
Abstract
The base-catalysed racemisation of α-acetolactic acid (2-hydroxy-2-methyl-3-oxobutanoic acid)(1) has been shown to proceed by reversible tertiary ketol rearrangement with migration of the carboxylate ion rather than the methyl group. The intramolecular nature of the rearrangement was demonstrated by examination, using 13C n.m.r., of the rearrangement of [1, 3-13C2]-2-hydroxy-2-methyl-3-oxobutanoate (18).This publication has 2 references indexed in Scilit:
- Some New Hypotensive Ester Alkaloids from Veratrum virideJournal of the American Chemical Society, 1955
- SYNTHESIS OF ALPHA-ACETOLACTIC ACID1948