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      Enantioselective Construction of 2-Aryl-2,3-dihydrobenzofuran Scaffolds Using Cu/SPDO-Catalyzed [3 + 2] Cycloaddition.

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          Abstract

          A new, efficient approach toward the preparation of 2-aryl-2,3-dihydrobenzofuran scaffolds through the Cu/SPDO-catalyzed [3 + 2] cycloaddition between quinone ester and styrene derivatives has been developed. The procedure features excellent enantioselectivities (up to 99% ee), high yields (up to 96%), and broad substrate tolerance. Additionally, asymmetric synthesis of natural corsifurans A and B from commercially available starting materials has also been achieved in two or three steps using this reaction as a key transformation.

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          Author and article information

          Journal
          Org Lett
          Organic letters
          American Chemical Society (ACS)
          1523-7052
          1523-7052
          Feb 19 2021
          : 23
          : 4
          Affiliations
          [1 ] State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
          [2 ] School of Chemistry and Chemical Engineering, School of Chemistry and Chemical Engineering, Frontiers Science Center for Transformative Molecules, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs Frontiers, Shanghai Jiao Tong University, Shanghai 200240, P. R. China.
          Article
          10.1021/acs.orglett.0c04241
          33528266
          926f4398-b92f-4680-b211-b7f47cc6fdc6
          History

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