title: Enantioselective synthesis of BMS-204352 (MaxiPost) using N-fluoroammonium salts of cinchona alkaloids (F-CA-BF4).
abstract: The enantioselective synthesis of a potent Maxi-K potassium channel opener (BMS-204352) mediated by N-fluoroammonium salts of cinchona alkaloids is described. Two synthetic pathways were evaluated. An ee as high as 88% was achieved (>99% after a single recrystallisation).
authors.affiliation: UMR 6014 de l'IRCOF, Université de Rouen, F-76821 Mont Saint Aignan Cedex, France.
authors.forename: Ludivine
authors.initials: L
authors.lastname: Zoute
authors.forename: Christophe
authors.initials: C
authors.lastname: Audouard
authors.forename: Jean-Christophe
authors.initials: JC
authors.lastname: Plaquevent
authors.forename: Dominique
authors.initials: D
authors.lastname: Cahard
mesh_terms: D002930:Cinchona Alkaloids / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C424388:BMS204352; D002930:Cinchona Alkaloids; D006845:Hydrocarbons, Fluorinated; D007211:Indoles; D000644:Quaternary Ammonium Compounds