CC BY-ND-NC 4.0 · SynOpen 2019; 03(01): 4-10
DOI: 10.1055/s-0037-1611666
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Highly Regio- and Stereoselective Hydrogermylation of Fluorinated Alkyl Propiolate

Ranin. Kawtharani
a  Laboratoire de Physico-Chimie des Matériaux et des Electrolytes pour l’Energie (PCM2E). EA 6299, Avenue Monge Faculté des Sciences, Parc de Grandmont, 37200 Tours, France   eMail: mohamed.abarbri@univ-tours.fr
b  Laboratoire de Chimie Médicinale et de Produit naturels, Université Libanaise, Faculté des Sciences I, Hadat, Lebanon
,
Mirvat Elmasri
b  Laboratoire de Chimie Médicinale et de Produit naturels, Université Libanaise, Faculté des Sciences I, Hadat, Lebanon
,
Khalil Cherry
c  Laboratoire Matériaux, Catalyse, Environnement et Méthodes Analytiques (MCEMA), Campus Universitaire de Hadat, Université Libanaise, Lebanon
,
Johan Jacquemin
a  Laboratoire de Physico-Chimie des Matériaux et des Electrolytes pour l’Energie (PCM2E). EA 6299, Avenue Monge Faculté des Sciences, Parc de Grandmont, 37200 Tours, France   eMail: mohamed.abarbri@univ-tours.fr
,
Mohamed Abarbri*
a  Laboratoire de Physico-Chimie des Matériaux et des Electrolytes pour l’Energie (PCM2E). EA 6299, Avenue Monge Faculté des Sciences, Parc de Grandmont, 37200 Tours, France   eMail: mohamed.abarbri@univ-tours.fr
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Publikationsverlauf

Received: 03. Dezember 2018

Accepted: 04. Januar 2019

Publikationsdatum:
28. Januar 2019 (online)

Abstract

The selective introduction of fluoroalkylated vinylmetals in controlled strategies is a challenging process for many chemists. This study reports the highly regio- and stereoselective synthesis of functionalized vinylgermanes bearing a perfluoroalkyl group from per­fluoroalkylated acetylenic esters via AlCl3-catalyzed hydrogermylation. Regio- and stereoselectivity are highly dependent on the nature of the catalyst and the nature of the fluoroalkyl group of alkyne.

Supporting Information

 
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