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Palladium-Catalyzed Asymmetric Hydrogenolysis of Aryl Triflates for Construction of Axially Chiral Biaryls
Authors:Xiang Li  Gao-Wei Wang  Li-Xia Liu  Prof?Dr Chang-Bin Yu  Prof?Dr Yong-Gui Zhou
Institution:1. Zhang Dayu School of Chemistry, Dalian University of Technology, 2 Linggong Road, 116024 Dalian, P.?R. China

State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 116023 Dalian, P.?R. China;2. State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 116023 Dalian, P.?R. China;3. Zhang Dayu School of Chemistry, Dalian University of Technology, 2 Linggong Road, 116024 Dalian, P.?R. China

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.
Keywords:Aryl Triflates  Asymmetric Hydrogenolysis  Axially Chiral Biaryls  Desymmetrization  Palladium
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