CC BY-ND-NC 4.0 · SynOpen 2019; 03(01): 4-10
DOI: 10.1055/s-0037-1611666
paper
Copyright with the author

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
› Author Affiliations
Further Information

Publication History

Received: 03 December 2018

Accepted: 04 January 2019

Publication Date:
28 January 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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