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Enantioselective Synthesis of Isoquinolines: Merging Chiral‐Phosphine and Gold Catalysis
Authors:Yu‐Ning Gao  Feng‐Chen Shi  Dr. Qin Xu  Prof. Dr. Min Shi
Affiliation:1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai, P. R. China;2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, P. R. China
Abstract:The highly enantioselective synthesis of dihydroisoquinoline derivatives from aromatic sulfonated imines tethered with an alkyne moiety, through a one‐pot asymmetric relay catalysis of chiral‐phosphine and gold catalysts, is reported. Enantiomerically enriched dihydroisoquinoline derivatives were afforded in good yields and good‐to‐excellent ee values under mild conditions, based on the asymmetric aza‐Morita‐Baylis–Hillman reaction. Dihydroisoquinoline derivatives containing two chiral centers were also synthesized through further transformations.
Keywords:asymmetric relay catalysis  chiral phosphines  dihydroisoquinoline  gold  Morita-Baylis–  Hillman reaction
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