Litcius/Paper detail

Benzamide‐Directed Hydroarylative Cross‐Couplings Using Minimally Activated Alkenes: Enantioselective Synthesis of Tertiary and Quaternary Stereocenters

Timothy P. Aldhous, Raymond T. Chung, Abbas Hassan, Andrew G. Dalling, Phillippa Cooper, Simon Grélaud, Richard J. Mudd, Lyman J. Feron, Paul D. Kemmitt, John F. Bower

2025Angewandte Chemie International Edition11 citationsDOIOpen Access PDF

Abstract

Ir-systems modified with ferrocene-based homochiral diphosphonite ligands, prepared from functionalized SPINOL derivatives, promote benzamide-directed hydroarylative cross-couplings involving minimally activated alkenes. The processes are highly branched selective and enantioselective. Accordingly, tertiary benzylic stereocenters are generated under byproduct-free conditions. This contrast with conventional cross-coupling approaches, which are less step and atom economical. Preliminary results show that the process extends to the formation of quaternary benzylic stereocenters.

Topics & Concepts

StereocenterEnantioselective synthesisBenzamideFerroceneChemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalysisPhysical chemistryElectrodeElectrochemistryAsymmetric Hydrogenation and CatalysisAdvanced Synthetic Organic ChemistryAsymmetric Synthesis and Catalysis