Preparation of Substituted 2 H -Pyrans via a Cascade Reaction from Methyl Coumalate and Activated Methylene Nucleophiles - Sorbonne Université Accéder directement au contenu
Article Dans Une Revue Journal of Organic Chemistry Année : 2017

Preparation of Substituted 2 H -Pyrans via a Cascade Reaction from Methyl Coumalate and Activated Methylene Nucleophiles

Résumé

The reaction of methyl coumalate with a wide range of methylene active compounds, such as keto-esters or keto-sulfones and cyclic or acyclic diketones, afforded more than 30 2,3,5,6-tetrasubstituted 2H-pyrans. The reaction proceeds via a cascade reaction involving a Michael addition-6π-electrocyclic ring opening-proton transfer and 6π electrocyclization, in which a variety of functional groups were tolerated.

Domaines

Chimie organique
Fichier principal
Vignette du fichier
Chang_2017_Preparation_of.pdf (446.45 Ko) Télécharger le fichier
Origine : Fichiers produits par l'(les) auteur(s)
Loading...

Dates et versions

hal-01520277 , version 1 (10-05-2017)

Identifiants

Citer

Liang Chang, Kristína Plevová, Serge Thorimbert, Luc Dechoux. Preparation of Substituted 2 H -Pyrans via a Cascade Reaction from Methyl Coumalate and Activated Methylene Nucleophiles. Journal of Organic Chemistry, 2017, 82 (10), pp.5499-5505. ⟨10.1021/acs.joc.7b00761⟩. ⟨hal-01520277⟩
118 Consultations
252 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More