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Advances in Catalytic Enantioselective Transformations Using Diaryliodonium Reagents

Prasoon Raj Singh, Arijit Banerjee, Amit Kumar Simlandy

2025ACS Catalysis14 citationsDOI

Abstract

Diaryliodonium salts play a pivotal role in the efficient incorporation of aryl functionalities into organic molecules, facilitating enantioselective reactions with remarkable selectivities. Over the past few decades, substantial improvement has been witnessed in the field of asymmetric catalysis through the utilization of diaryliodonium salts. Among the various low-valent metals, copper salts are particularly favored for transformations involving these salts in conjunction with chiral ligands. The catalytic process is initiated with the oxidative addition of metal complexes to iodonium salts, followed by nucleophilic interception and reductive elimination, ultimately leading to the desired enantioenriched products. In this realm, we organized a comprehensive overview of metal-catalyzed enantioselective aryl transfer methodologies. These protocols encompass olefin functionalization, dearomatization reactions, α-arylation of carbonyl compounds, and atroposelective catalysis employing diaryliodonium salts.

Topics & Concepts

Enantioselective synthesisCatalysisReagentCombinatorial chemistryChemistryOrganic chemistryCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsAsymmetric Synthesis and Catalysis