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
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