496816-69-4Relevant academic research and scientific papers
Synthesis of β-fluoroamines by Lewis base catalyzed hydrofluorination of aziridines
Kalow, Julia A.,Schmitt, Dana E.,Doyle, Abigail G.
, p. 4177 - 4183 (2012)
Lewis base catalysis promotes the in situ generation of amine-HF reagents from benzoyl fluoride and a non-nucleophilic alcohol. The hydrofluorination of aziridines to provide β-fluoroamines using this latent HF source is described. This protocol displays a broad scope with respect to aziridine substitution and N-protecting groups. Examples of regio- and diastereoselective ring opening to access medicinally relevant β-fluoroamine building blocks are presented.
