120235-89-4Relevant articles and documents
Dehydroacetoxylation and Acetate Transesterification in the Reactions of erythro- and threo-Methyl 3-(Substituted acetoxy)-2-halogeno-3-phenylpropanoates with Triethylamine
Garay, Raul O.,Cabaleiro, Mercedes C.
, p. 1643 - 1648 (2007/10/02)
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 (E1cB)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.