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      Reductive annulations of arylidene malonates with unsaturated electrophiles using photoredox/Lewis acid cooperative catalysis†

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      a , a , a ,
      Chemical Science
      Royal Society of Chemistry

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          Abstract

          A cooperative Lewis acid/photocatalytic reduction of salicylaldehyde-derived arylidene malonates provides access to a versatile, stabilized radical anion enolate. Using these unusual umpolung operators, we have developed a novel route to access densely functionalized carbo- and heterocycles through a radical annulation addition pathway.

          Abstract

          A cooperative Lewis acid/photocatalytic reduction of salicylaldehyde-derived arylidene malonates provides access to a versatile, stabilized radical anion enolate. Using these unusual umpolung operators, we have developed a novel route to access densely functionalized carbo- and heterocycles through a radical annulation addition pathway.

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          Author and article information

          Journal
          Chem Sci
          Chem Sci
          Chemical Science
          Royal Society of Chemistry
          2041-6520
          2041-6539
          6 February 2019
          21 March 2019
          : 10
          : 11
          : 3353-3359
          Affiliations
          [a ] Department of Chemistry , Center for Molecular Innovation and Drug Discovery , Northwestern University , 2145 Sheridan Road , Evanston , Illinois 60208 , USA . Email: Scheidt@ 123456northwestern.edu
          Author information
          http://orcid.org/0000-0003-4856-3569
          Article
          c9sc00302a
          10.1039/c9sc00302a
          6430011
          30996923
          fc1a514b-871c-4b29-9796-a4af1f85a188
          This journal is © The Royal Society of Chemistry 2019

          This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)

          History
          : 18 January 2019
          : 3 February 2019
          Categories
          Chemistry

          Notes

          †Electronic supplementary information (ESI) available. CCDC 1835356. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c9sc00302a


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