4.7 Article

Organocatalytic C(sp3)-H Functionalization of 5-Methyl-2,3-dihydrofuran Derivatives with Trifluoropyruvates via a Sequential exo-Tautomerization/Carbonyl-Ene Process

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 5, Pages 2779-2785

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b03170

Keywords

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Funding

  1. NSFC [21702117, 21878167]
  2. National Key Research and Development Program [2017YFE0105200]
  3. Natural Science Foundation of Shandong Province [JQ201604, ZR2017BB005]
  4. Key Research and Development Program of Shandong Province [2017GSF218073]

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An organocatalytic C(sp(3))-H functionalization of 5-methyl-2,3-dihydrofuran derivatives with trifluoropyruvates was achieved via a sequential exo-tautomerization/carbonyl-ene process, providing the biologically important CF3-substituted 2,3-dihydrofurans in high yields. This method featured mild metal-free conditions, good chemoselectivity, and easy scalability.

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