Regioselective synthesis of fluorohydrines via SN2-type ring-opening of epoxides with TBABF-KHF2

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Abstract

We found that the ring-opening fluorination of terminal epoxides using TBABF-KHF2 proceeds with high selectivity through the SN2 mechanism. As TBABF-KHF2 is easily obtainable, is stable, and can be used in glassware, it can be a useful reagent for 1-fluoro-2-alkanol synthesis from the terminal epoxides.

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Akiyama, Y., Fukuhara, T., & Hara, S. (2003). Regioselective synthesis of fluorohydrines via SN2-type ring-opening of epoxides with TBABF-KHF2. Synlett, (10), 1530–1532. https://doi.org/10.1055/s-2003-40865

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