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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 6
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Original Articles

Stereoselective synthesis of functionalized vinyl ethers from allyl bromides activated by triethylamine

Aïcha ArfaouiLaboratoire de Synthèse Organique Sélective et Hétérocyclique-Evaluation de l’Activité Biologique, Faculté des Sciences de Tunis, Université de Tunis El Manar, Tunis, Tunisia;INSA Rouen, UNIROUEN, CNRS, COBRA Laboratory (UMR 6014 & FR3038), Normandie Université, Rouen, FranceCorrespondence[email protected]
,
Fatma SaâdiLaboratoire de Synthèse Organique Sélective et Hétérocyclique-Evaluation de l’Activité Biologique, Faculté des Sciences de Tunis, Université de Tunis El Manar, Tunis, Tunisia
,
Asma Bourafai AziezNormandie Université, COBRA, UMR6014 and FR3038 CNRS, Université de Rouen, INSA de Rouen, Mont-Saint-Aignan, France
,
Hammouda ChebbiLaboratoire de Matériaux, Cristallochimie et Thermodynamique Appliquée, Faculté des Sciences, Université de Tunis El Manar, Tunis, Tunisia
,
Catherine FressignéINSA Rouen, UNIROUEN, CNRS, COBRA Laboratory (UMR 6014 & FR3038), Normandie Université, Rouen, France
,
Julien LegrosINSA Rouen, UNIROUEN, CNRS, COBRA Laboratory (UMR 6014 & FR3038), Normandie Université, Rouen, France
,
Hassan OulyadiNormandie Université, COBRA, UMR6014 and FR3038 CNRS, Université de Rouen, INSA de Rouen, Mont-Saint-Aignan, France
,
Jacques MaddalunoINSA Rouen, UNIROUEN, CNRS, COBRA Laboratory (UMR 6014 & FR3038), Normandie Université, Rouen, France
&
Hassen AmriLaboratoire de Synthèse Organique Sélective et Hétérocyclique-Evaluation de l’Activité Biologique, Faculté des Sciences de Tunis, Université de Tunis El Manar, Tunis, Tunisia
 show all
Pages 705-713 | Received 10 Nov 2017, Published online: 13 Feb 2018
 
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ABSTRACT

An efficient coupling reaction of allyl bromides with various alcohols as nucleophiles activated by triethylamine, leading to functionalized vinyl ethers in good yields and with full stereoselectivity.

GRAPHICAL ABSTRACT

Acknowledgments

The authors wish to thank Professor Pierre Dixneuf (Rennes 1 University in France) for logistical help. Computations have been performed at the Centre Régional Informatique et d’Applications Numériques de Normandie (CRIANN, Saint Etienne du Rouvray).

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