Enantioselective Synthesis of Isoquinolines: Merging Chiral‐Phosphine and Gold Catalysis |
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Authors: | Yu‐Ning Gao Feng‐Chen Shi Dr. Qin Xu Prof. Dr. Min Shi |
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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 |
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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. |
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Keywords: | asymmetric relay catalysis chiral phosphines dihydroisoquinoline gold Morita-Baylis– Hillman reaction |
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