4.7 Article

Diastereo- and enantioselective construction of an indole-based 2,3-dihydrobenzofuran scaffold via catalytic asymmetric [3+2] cyclizations of quinone monoimides with 3-vinylindoles

期刊

CHEMICAL COMMUNICATIONS
卷 52, 期 14, 页码 2968-2971

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc09145d

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资金

  1. NSFC [21372002, 21232007]
  2. PAPD
  3. Qing Lan project of Jiangsu Province

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The first catalytic asymmetric [3+2] cyclization of quinone monoimides with olefins has been established, which employed 3-vinylindoles as a class of competent olefins and spiro-chiral phosphoric acid as a powerful chiral catalyst, leading to chemo-, diastereo- and enantioselective construction of a biologically important 2,3-dihydrobenzofuran framework with optical purity (up to 99% yield, 495: 5 dr, 96: 4 er).

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