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Stereoselective Palladium-Catalyzed Hiyama Cross-Coupling Reaction of Tetrasubstituted <i>gem</i>-Difluoroalkenes

Min Li, Gavin Chit Tsui

2023Organic Letters20 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide We herein describe a diastereoselective Pd(0)-catalyzed Hiyama cross-coupling reaction of gem -difluoroalkenes. The use of organosilicon reagents in this reaction is advantageous over other organometallic reagents by allowing the introduction of a wide range of functional groups, including challenging alkyl groups. Also conveniently, the additive TBAF was not required for (hetero)aryl-substituted difluoroalkenes.

Topics & Concepts

ChemistryOrganosiliconReagentArylCatalysisPalladiumStereoselectivityCoupling reactionAlkylCombinatorial chemistryOrganic chemistryFluorine in Organic ChemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods