Issue 9, 1988
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Dehydroacetoxylation and acetate transesterification in the reactions of erythro-and threo-methyl 3-(substituted acetoxy)-2-halogeno-3-phenylpropanoates with triethylamine

Raul O. Garay  and  Mercedes C. Cabaleiro  

Abstract

The response of the rate of triethylamine-induced dehydroacetoxylation of methyl threo-3-acetoxy-2-halogeno-3-phenylpropanoate to the influence of substituents in the leaving group points to a change in mechanism from (E1 cB)I to a concerted process of the carbanion type. On the other hand, the erythro-isomers seem to undergo elimination exclusively through a carbanionic pathway. The effect of the acetoxy substituents upon the competitive transesterification is discussed.

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Article information

DOI
https://doi.org/10.1039/P29880001643
Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1988, 1643-1647

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Dehydroacetoxylation and acetate transesterification in the reactions of erythro-and threo-methyl 3-(substituted acetoxy)-2-halogeno-3-phenylpropanoates with triethylamine

R. O. Garay and M. C. Cabaleiro, J. Chem. Soc., Perkin Trans. 2, 1988, 1643 DOI: 10.1039/P29880001643

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