α-Aminophosphonates. III. Cycloaddition anionique-1, 3 des esters α, β-insaturés: Préparation et transformations des Δ1-pyrrolines

…, JM Kanabus-Kaminska, G Lavielle

Index: Dehnel, Andre; Kanabus-Kaminska, Jolanta M.; Lavielle, Gilbert Canadian Journal of Chemistry, 1988 , vol. 66, p. 310 - 318

Full Text: HTML

Citation Number: 24

Abstract

The anions of the 2-azaallylphosphonates 1 react with the α, β-unsaturated esters 2 to yield the intermediates 4'. These intermediates form the 2-diethoxyphosphonyl-4- ethoxycarbonylpyrrolidines 4 following a protonation while an elimination of the anion of the diethylphosphonate leads to the 4-ethoxycarbonyl-Δ1-pyrrolines 5. The proportions of these two products vary with the experimental conditions and the bulkiness of the substrates. ...