4.8 Article

Sequential Visible-Light and N-Heterocyclic Carbene Catalysis: Stereoselective Synthesis of Tetrahydropyrano[2,3-b]indoles

Journal

ORGANIC LETTERS
Volume 22, Issue 11, Pages 4440-4443

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01447

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Funding

  1. National Natural Science Foundation [21971094]
  2. Natural Science Basic Research Plan in Shaanxi Province [2018JQ2063]

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An efficiently stereoselective [4 + 2] cycloaddition of 3-alkylenyloxindoles and a-diazoketones through sequential visible-light photoactivation and N-heterocyclic carbene catalysis was achieved. A series of tetrahydropyrano[2,3-b]indoles with an all-carbon quaternary stereocenter were obtained in good yields with excellent diastereo- and enantioselectivities.

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