A Versatile Organocatalytic Approach for the Synthesis of Enantioenrichedgem-Difluorinated Compounds

Saulnier, Steve;Ciardi, Moira;Lopez-Carrillo, Veronica;Gualandi, Andrea;Cozzi, Pier Giorgio
(2015) Chemistry: A European Journal — Vol. 21, n° 39, p. 13689-13695 (2015)

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Authors
  • Saulnier, Steve
    Author
  • Ciardi, MoiraUCLouvain
    Author
  • Lopez-Carrillo, Veronica
    Author
  • Gualandi, Andrea
    Author
  • Cozzi, Pier Giorgio
    Author
Abstract
The combination of a practical and highly enantioselective organocatalytic reaction, which allows the stereoselective introduction of a benzodithiol group, with a fluorination step, gives a new and effective strategy for the stereoselective synthesis of difluorinated building blocks. The benzodithiol group is a versatile and chameleonic group that can be further functionalized before fluorination, giving customized and tailored useful synthetic strategies. As an example of the application of this facile strategy, the effective enantioselective synthesis of difluoroarundic acid is described. All you need is fluor! The combination of a practical and highly enantioselective organocatalytic reaction with a fluorination step provides a new and effective strategy for the stereoselective synthesis of enantioenriched difluorinated building blocks (see scheme).
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Citations

Saulnier, S., Ciardi, M., Lopez-Carrillo, V., Gualandi, A., & Cozzi, P. G. (2015). A Versatile Organocatalytic Approach for the Synthesis of Enantioenrichedgem-Difluorinated Compounds. Chemistry: A European Journal, 21(39), 13689-13695. https://doi.org/10.1002/chem.201502099 (Original work published 2015)