Highly Regio- and Stereoselective Hydrogermylation of Fluorinated Alkyl Propiolate

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.

Key words

regio- and stereoselective hydrogermylation - fluorinated ethyl propiolate - AlCl₃ - triphenyl- and tributylgermanes - fluorinated ­vinylgermanes

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