Synthesis of trialkylacetic acids by the anodic oxidation of 3, 3-disubstituted-2-oxo carboxylic acids

…, WL Cranor, CM Schofield

Index: Rabjohn, Norman; Cranor, W. L.; Schofield, C. M. Journal of Organic Chemistry, 1984 , vol. 49, # 10 p. 1732 - 1736

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Citation Number: 4

Abstract

The" non-Kolbe" electrolysis of 3, 3-disubstituted-2-0~ 0 carboxylates 1-3 in methanol produced mixtures of methyl trialkylacetates 5, trialkylacetaldehydes 6, in some cases 2- hydroxy-3, 3, 3-trialkylpropionic acids 7, trialkylethylenes 8, and methyl trialkylmethyl ethers 9. When one of the substituents on the 3-carbon of the 2-oxo carboxylate was phenyl 4, molecular rearrangement was not observed. In addition to products 5-9, with the exception ...