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Fluorinated amines are commonly found throughout drug discovery programs, although one type of structure has been notably absent: the α-fluorine atom, which is generally considered unstable and prone to intramolecular elimination. Recently, Enamine chemists have overcome this limitation by preparing several stable α-fluoroamines. We achieved this by positioning the fluorine atom at a bridgehead location, which resists elimination due to Bredt’s rule. These substances are stable as free amines, can be handled routinely, and are capable of undergoing amine-specific reactions. Be among the first to explore these unique substances in your research!

alpha-Fluoroamines

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Over 10 stable α-fluoroamines from stock on gram scale.

 

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