Synthesis of an allylic gem-difluoromethylene building block via radical-mediated difluorocyclopropane ring opening

Milne, Kirsty and Henry, Martyn C. and Jamieson, Craig (2021) Synthesis of an allylic gem-difluoromethylene building block via radical-mediated difluorocyclopropane ring opening. Tetrahedron Letters, 81. 153344. ISSN 0040-4039 (https://doi.org/10.1016/j.tetlet.2021.153344)

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Abstract

We report an optimised and highly efficient synthetic route towards a valuable functionalised fluorinated building block. The key-steps include difluorocyclopropanation of a disubstituted alkene with a suitable difluorocarbene precursor, and a radical-induced cyclopropane ring-opening, operating via an iodide atom transfer reaction.

ORCID iDs

Milne, Kirsty ORCID logoORCID: https://orcid.org/0000-0002-8372-7058, Henry, Martyn C. and Jamieson, Craig ORCID logoORCID: https://orcid.org/0000-0002-6567-8272;