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Action des composes organomagnesiens sur les pyrones-2-VII : Etude de la stabilite relative des hydroxy-6 dihydro-5,6 2h-pyrannes et des cetols tautomeres correspondants
Authors:P. Lhoste  M. Moreau  J. Dreux
Affiliation:Laboratoire de Synthèse et de Chimie Organique Appliquée, Université Claude Bernard, ESCIL, 43, Boulevard du 11 Novembre 1918, 69622 Villeurbanne Cèdex France
Abstract:
In the reaction between organomagnesium compounds and 2-pyrones, the relative stability of the 6-hydroxy 5,6-dihydro 2H-pyrans and their tautomeric forms (ketols) has no influence on the reaction pathway. When ethylenic ketols are obtained, the corresponding tautomeric dihydropyranols are prepared in a selective way by reaction of nucleophilic reagents on the 3,6-dihydro-2-pyrones. In the other hand, the exclusive formation either of the dihydropyranols or of the unsatured ketols E, during these two reactions, shows up that here is no equilibrium between these two entities in the experimental conditions.
Keywords:
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