4.7 Article

Rh-catalyzed tunable defluorinative borylation

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 58, Pages 7124-7127

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc02079j

Keywords

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Funding

  1. Jinan Science and Technology Bureau [2019GXRC021]
  2. National Natural Science Foundation [21971252, 21991122]
  3. Key Research Program of Frontier Sciences, Chinese Academy of Sciences (CAS) [QYZDJSSW SLH049]
  4. Youth Innovation Promotion Association CAS [2019256]
  5. Program for Scientific Research Innovation Team in Colleges and Universities of Shandong Province

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A Rh-catalyzed tunable defluorinative borylation method was developed to provide high Z/E selectivities for allylborylated monofluoroalkenes or homoallylborylated monofluoroalkenes. Different reaction paths were observed with slight changes in reaction conditions, and the allylborylated monofluoroalkenes could be further converted into dihydroxyl-containing monofluoroalkenes.
Described herein is a Rh-catalyzed tunable defluorinative borylation of allylic gem-difluorides to provide allylborylated monofluoroalkenes or homoallylborylated monofluoroalkenes with excellent Z/E selectivities. Completely different reaction paths were observed by slightly changing the reaction conditions. Allylborylated monofluoroalkenes were further converted into dihydroxyl-containing monofluoroalkenes.

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