4.8 Article

Photo-organocatalytic Enantioselective Perfluoroalkylation of β-Ketoesters

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 17, 页码 5678-5681

出版社

AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b03243

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资金

  1. ICIQ Foundation
  2. European Research Council [ERC 278541 - ORGA-NAUT]
  3. Marie Curie COFUND [291787-ICIQ-IPMP]
  4. MINECO [COFUND2014-51588]
  5. MINECO through the Severo Ochoa Excellence Accreditation [SEV-2013-0319]
  6. ICREA Funding Source: Custom

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The visible-light-driven, phase-transfer-catalyzed, enantioselective perfluoroalkylation and trifluoro-methylation of cyclic beta-ketoesters is described. The photo-organocatalytic process, which occurs at ambient temperature and under visible light illumination, is triggered by the photochemical activity of in situ-generated electron donor-acceptor complexes, arising from the association of chiral enolates and perfluoroalkyl iodides. Preliminary mechanistic studies are reported.

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