The carbanions of S-alkanoate-O,O-dialkyl phosphates: new synthons for reaching α, β-ethylenic esters |
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Authors: | M Baboulene G Sturtz |
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Institution: | Laboratoire de Chimie Hétéroorganique (ERA 612), Faculté des Sciences et Techniques, 6, Avenue Le Gorgeu, 29283 Brest Cédex France |
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Abstract: | The stabilization of phosphorothiolate carbanions has been achieved. Condensation of these carbanions with carbonyl derivatives lead to the corresponding α,β-unsaturated esters; a mechanism, via a β-hydroxyphosphorothiolate-β-mercaptophosphate rearrangement, is described. These new synthons are compared with the phosphonate analogs (Wittig-Horner's reagent). |
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