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Nickel-Catalyzed anti-Selective Alkyne Functionalization Reactions

Dale J. Wilger, Sydney E. Bottcher, Lauren Hutchinson

2020Synthesis50 citationsDOIOpen Access PDF

Abstract

Nickel-catalyzed anti-selective alkyne functionalization reactions are reviewed with an emphasis on the mechanisms that lead to their observed stereoselectivity. Since the isomerization of alkenylnickel species plays a key role in a large number of these reactions, the potential mechanisms for these processes are also described in detail. 1 Introduction 2 anti-Selective Hydroarylation 3 anti-Selective Carboborylation 4 anti-Selective Dicarbofunctionalization 4.1 Carbocyanative Cyclization 4.2 Cyclization with Aryl Donors 4.3 Cyclization with CO2 4.4 Intermolecular Dicarbofunctionalization 5 anti-Selective Carbosulfonylation 6 Alkenylnickel Isomerization 7 Conclusions

Topics & Concepts

ChemistryAlkyneIsomerizationCatalysisStereoselectivitySurface modificationNickelArylIntermolecular forceCombinatorial chemistryOrganic chemistryMoleculeAlkylPhysical chemistryCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistryCatalytic C–H Functionalization Methods