98407-51-3Relevant academic research and scientific papers
REACTIONS DE WITTIG-HORNER ET DE TRANSESTERIFICATION EN UNE OPERATION PAR ACTIVATION ANIONIQUE DE LIAISONS C-H ET O-H EN MILIEU HETEROGENE CARBONATE DE POTASSIUM/ALCOOL
Mouloungui, Z.,Elmestour, R.,Delmas, M.,Gaset, A.
, p. 1219 - 1232 (2007/10/02)
The Wittig-Horner reaction carried out in various alcohols is accompanied by transesterification of the alkyl radical of the α,β-ethylenic ester formed.The occurrence of these two reactions in the same reaction medium is affected by the behavior of: i) the alcohol (solvent and reagent), ii) potassium carbonate (reagent and catalyst).The propensity for the two reactions to occur was found to depend on the polarity of the alcohol.Protic alcohols speeded both the Wittig-Horner and the subsequent transesterification reaction.Both reactions were quantitative despite the use of non-stoichiometric amounts of potassium carbonate.Regeneration in situ of the solid base observed in aprotic medium was markedly enhanced under these reaction conditions.The mechanism proposed for these two reactions incorporates this regeneration process.
SYNTHESIS OF α,β-ETHYLENIC ESTERS IN A HETEROGENOUS SOLID-LIQUID MEDIUM. II - A TRANSESTERIFICATION REACTION LINKED TO A WITTIG-HORNER REACTION IN A PROTIC MEDIUM
Mouloungui, Zephirin,Delmas, Michel,Gaset, Antoine
, p. 491 - 494 (2007/10/02)
The condensation reaction of ethyl or methyl phosphonates with variously functionnalysed aldehydes in the presence of solid potassium carbonate in alcoholic media leads to the direct formation of E α,β unsaturated esters.The alkyl, aryl or heteroaryl substituents of the double bond are provided by the aldehyde and the solvent.The method used involves a solid-liquid transfer process.
