129625-08-7Relevant academic research and scientific papers
Reaction du fluoroborate de 2-benzoyl-1,2-dihydro isoquinaldonitrile avec les esters α,β-ethyleniques. II. Cas des esters olefiniques gem-disubstitues. Stereochimie des produits de condensation-rearrangement, derives du 4,5-dihydro-3H-pyrrole
Schmitt, Gerard,Nasser, Boubker,Dinh, Nguyen,Laude, Bernard,Roche, Maxime
, p. 863 - 868 (2007/10/02)
The previously suggested mechanism of the condensation-rearrangement reaction of a Reissert compound hydrofluoroborate salt with reactive olefins was reexamined in the case of methyl methacrylate, itaconate, citraconate, and mesaconate.Addition of triethylamine to the reaction medium leads to the isolation of a presumed intermediate 8.Spectrometric (proton magnetic resonance) data of the compounds 8 allow us to specify their stereochemistry and in two cases to point out an isomerization equilibrium.
