4.7 Article

Fe-Catalyzed dicarbofunctionalization of electron-rich alkenes with Grignard reagents and (fluoro)alkyl halides

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 93, Pages 12508-12511

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc04619e

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Funding

  1. NSF [CAREER 1751568]
  2. NIGMS of the NIH [R35GM137797]

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The study describes an iron-catalyzed regioselective dicarbofunctionalization of electron-rich alkenes using aryl- and alkyl vinyl ethers as effective linchpins to couple alkyl or (fluoro)alkyl halides and sp(2)-hybridized Grignard nucleophiles. Preliminary results demonstrate the ability to engage thioethers as linchpins and control enantioselectivity in these transformations, an area which is largely unexplored in iron-catalyzed three-component cross-coupling reactions.
An iron-catalyzed regioselective dicarbofunctionalization of electron-rich alkenes is described. In particular, aryl- and alkyl vinyl ethers are used as effective linchpins to couple alkyl or (fluoro)alkyl halides and sp(2)-hybridized Grignard nucleophiles. Preliminary results demonstrate the ability to engage thioethers as linchpins and control enantioselectivity in these transformations, an area which is largely unexplored in iron-catalyzed three-component cross-coupling reactions.

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