Electrophilic Fluorination of Silyl Dienol Ethers: a General and Selective Access to γ-Fluoro Enals

Chemistry. 2024 Feb 16;30(10):e202303545. doi: 10.1002/chem.202303545. Epub 2023 Dec 28.

Abstract

We describe the direct synthesis of γ-fluoro enals from the corresponding silyl dienol ethers. This simple process operates under mild conditions and is compatible with a wide range of functionalities. The high γ regioselectivity of this protocol was rationalized by means of theoretical calculations.

Keywords: DFT calculations; Enals; Fluorination; Regioselective; Remote functionalization.