79102-43-5Relevant academic research and scientific papers
Facile Preparation of β-Fluoro Amines by the Reaction of Aziridines with Potassium Fluoride Dihydrate in the Presence of Bu4NHSO 4
Fan, Ren-Hua,Zhou, Yong-Gui,Zhang, Wan-Xuan,Hou, Xue-Long,Dai, Li-Xin
, p. 335 - 338 (2004)
Potassium fluoride combined with tetrabutylammonium bisulfate is an efficient reagent to convert a variety of aziridines derived from cyclic and acyclic alkenes to β-fluoro amine derivatives in high yield.
Enantioselective fluoride ring opening of aziridines enabled by cooperative Lewis acid catalysis
Kalow, Julia A.,Doyle, Abigail G.
, p. 5702 - 5709 (2013/07/19)
The enantioselective ring opening of aziridines using a latent source of HF is described. A combination of two Lewis acids, (salen)Co and an achiral Ti(IV) cocatalyst, provided optimal reactivity and enantioselectivity for the trans β-fluoroamine product.
Synthesis of β-fluoro amides using partially hydrated nickel difluoride as fluorine source
Zhang, Wan Xuan,Su, Li,Hu, Wei Gang,Zhou, Jie
, p. 2413 - 2415 (2013/07/19)
P-Fluoro amides were obtained from the reactions of activated aziridines with partially hydrated nickel difluoride (NiF2-nH2O, n 4) in good yields (47-82%) in the presence of tetran-butylammonium fluoride (20 mol%), while the non-ac
Synthesis of β-fluoroamines by Lewis base catalyzed hydrofluorination of aziridines
Kalow, Julia A.,Schmitt, Dana E.,Doyle, Abigail G.
experimental part, p. 4177 - 4183 (2012/06/18)
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.
Ring Opening of Aziridines by Different Fluorinating Reagents: Three Synthetic Routes to α,β-Fluoro Amines with Different Stereochemical Pathways
Alvernhe, Gerald M.,Ennakoua, Christine M.,Lacombe, Sylvie M.,Laurent, Andre J.
, p. 4938 - 4948 (2007/10/02)
The syntheses of α,β-fluoro amines from the reaction of secondary aziridines with either Olah's reagent (HF, pyridine) or anhydrous hydrogen fluoride and of N-activated aziridines with partially neutralized Olah's reagent (NR3-nHF) are reported.The stereo
