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Development of Ar‐BINMOL‐Derived Atropisomeric Ligands with Matched Axial and sp3 Central Chirality for Catalytic Asymmetric Transformations
Authors:Zheng Xu  Li‐Wen Xu
Institution:1. Key Laboratory of Organosilicon Chemistry and Material Technology of the Ministry of Education, Hangzhou Normal University, Hangzhou, P. R. China;2. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences (CAS), Lanzhou, P. R. China
Abstract:Recently, academic chemists have renewed their interest in the development of 1,1′‐binaphthalene‐2,2′‐diol (BINOL)‐derived chiral ligands. Six years ago, a working hypothesis, that the chirality matching of hybrid chirality on a ligand could probably lead to high levels of stereoselective induction, prompted us to use the axial chirality of BINOL derivatives to generate new stereogenic centers within the same molecule with high stereoselectivity, obtaining as a result sterically favorable ligands for applications in asymmetric catalysis. This Personal Account describes our laboratory's efforts toward the development of a novel class of BINOL‐derived atropisomers bearing both axial and sp3 central chirality, the so‐called Ar‐BINMOLs, for asymmetric synthesis. Furthermore, on the basis of the successful application of Ar‐BINMOLs and their derivatives in asymmetric catalysis, the search for highly efficient and enantioselective processes also compelled us to give special attention to the BINOL‐derived multifunctional ligands with multiple stereogenic centers for use in catalytic asymmetric reactions.
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Keywords:asymmetric catalysis  atropisomerism  BINOLs  chirality  Wittig rearrangements
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