Litcius/Paper detail

Palladium‐Catalyzed Asymmetric Hydrogenolysis of Aryl Triflates for Construction of Axially Chiral Biaryls

Xiang Li, Gao‐Wei Wang, Lixia Liu, Chang‐Bin Yu, Yong‐Gui Zhou

2023Angewandte Chemie International Edition22 citationsDOI

Abstract

Here we report the first palladium-catalyzed asymmetric hydrogenolysis of readily available aryl triflates via desymmetrization and kinetic resolution for facile construction of axially chiral biaryl scaffolds with excellent enantioselectivities and s selectivity factors. The axially chiral monophosphine ligands could be prepared from these chiral biaryl compounds and were further applied to palladium-catalyzed asymmetric allylic alkylation with excellent ee values and high branched and linear ratio, which demonstrated the potential utility of this methodology.

Topics & Concepts

DesymmetrizationHydrogenolysisArylPalladiumChemistryKinetic resolutionTsuji–Trost reactionCatalysisAxial chiralitySelectivityAsymmetric hydrogenationCombinatorial chemistryAlkylationOrganic chemistryEnantioselective synthesisAlkylAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityAlgebraic structures and combinatorial models