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      Asymmetric Transfer Hydrogenation of Unhindered and Non-Electron-Rich 1-Aryl Dihydroisoquinolines with High Enantioselectivity.

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          Abstract

          The use of arene/Ru/TsDPEN catalysts bearing a heterocyclic group on the TsDPEN in the asymmetric transfer hydrogenation (ATH) of dihydroisoquinolines (DHIQs) containing meta- or para-substituted aromatic groups at the 1-position results in the formation of products of high enantiomeric excess. Previously, only 1-(ortho-substituted)aryl DHIQs, or with an electron-rich fused ring gave products with high enantioselectivity; therefore, this approach solves a long-standing challenge for imine ATH.

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          Author and article information

          Journal
          Org Lett
          Organic letters
          American Chemical Society (ACS)
          1523-7052
          1523-7052
          Aug 21 2020
          : 22
          : 16
          Affiliations
          [1 ] Department of Chemistry, The University of Warwick, Coventry CV4 7AL, United Kingdom.
          [2 ] GoldenKeys High-tech Materials Co., Ltd., Building B, Innovation & Entrepreneurship Park, Guian New Area, Guian 550025, Guizhou Province, China.
          Article
          10.1021/acs.orglett.0c02034
          32806188
          2625fe6f-ed54-449b-8f3e-5ee298059bf9
          History

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