par Barbieux, Monique 
;Martin, Ricardo
Référence Bulletin des Sociétés chimiques belges, 73, 7-8, page (703-715)
Publication Publié, 1964
;Martin, RicardoRéférence Bulletin des Sociétés chimiques belges, 73, 7-8, page (703-715)
Publication Publié, 1964
Article révisé par les pairs
| Résumé : | Several mixtures of unsaturated esters were obtained by dehydration of hydroxyesters (Ia→Ih) (from a Reformatsky reaction) and each constituent, after separation by gas liquid chromatography, was assigned either the α, β‐ or the β, γ‐unsaturated ester structure following the observed νc‐0 frequency and the cis or trans configuration. The less rigid non‐conjugated ester is formed predominantly or exclusively when steric strain prevents conjugation in the “conjugated” isomer. α, β dialkylstyrenes were obtained after hydrolysis and decarboxylation and this last reaction proceeds with concomitant shift of the double bond, α β dialkylstyrenes were obtained also through dehydration of appropriate tertiary alcohols (from a Grignard reaction). Attribution of geometric configuration for the α, β dialkylstyrenes and the β, γ unsaturated esters was realised on the basis of volatility and U.V. spectrum according to Cram's method. Copyright © 1964 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim |
