INVESTIGADORES
GARAY Raul Oscar
artículos
Título:
Dehydroacetoxylation and Acetate Transesterification in the Reactions of erithro- and threo-Methyl 3-(Sustitued-acetoxy)-2-halogeno-3-phenylpropanoates with Triethylamine
Autor/es:
GARAY, R. O.; CABALEIRO, M. C.
Revista:
JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS 2 (2001)
Editorial:
RSC
Referencias:
Lugar: Londres; Año: 1988 p. 1643 - 1647
ISSN:
1472-779X
Resumen:
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.