2024
DOI: 10.26434/chemrxiv-2024-rsh7w-v2
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Remote Fluorination of α,β-Unsaturated Carbonyls via Silyl Dienol Ethers

Daria Galaktionova,
Sara Siddiqui,
Justin Mohr

Abstract: We report a general, regioselective, and metal free γ-fluorination of α,β-unsaturated carbonyls via silyl dienol ethers that are readily prepared from simple ketones and aldehydes. The transformation displays broad scope including 27 cyclic and acyclic siloxydienes providing γ-fluoro compounds in 28–91% yield. Notably, the reported conditions are also suitable for the synthesis of challenging tertiary fluorides. The regioselectivity of the reaction was studied on a series of acyclic siloxydienes and was observ… Show more

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