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Design and Synthesis of TY-Phos and Application in Palladium-Catalyzed Enantioselective Fluoroarylation of gem-Difluoroalkenes
Authors:Tao-Yan Lin  Zhangjin Pan  Youshao Tu  Shuai Zhu  Prof. Dr. Hai-Hong Wu  Prof. Dr. Yu Liu  Prof. Dr. Zhiming Li  Prof. Dr. Junliang Zhang
Affiliation:1. Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 China;2. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 China;3. College of Chemistry and Life Science, Advanced Institute of Materials Science, Changchun University of Technology, Changchun, 130012 China;4. Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China

Abstract:The first example of highly enantioselective fluoroarylation of gem-difluoroalkenes with aryl halides is presented by using a new chiral sulfinamide phosphine ( Sadphos ) type ligand TY-Phos . N-Me- TY-Phos can be easily synthesized on a gram scale from readily available starting materials in three steps. Salient features of this work including readily available starting materials, good yields, high enantioselectivities as well as broad substrate scope make this approach very practical and attractive. Notably, the asymmetric synthesis of an analogue of a biologically active molecule is also reported.
Keywords:fluoroarylation  gem-difluoroalkene  ligand design  palladium  TY-Phos
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