title: Synthesis of Small 3-Fluoro- and 3,3-Difluoropyrrolidines Using Azomethine Ylide Chemistry.
abstract: Here, we report accessing small 3-fluoropyrrolidines and 3,3-difluoropyrrolidines through a 1,3-dipolar cycloaddition with a simple azomethine ylide and a variety of vinyl fluorides and vinyl difluorides. We demonstrate that vinyl fluorides within α,β-unsaturated, styrenyl and even enol ether systems can participate in the cycloaddition reaction. The vinyl fluorides are relatively easy to synthesize through a variety of methods, making the 3-fluoropyrrolidines very accessible.
authors.forename: Indrawan
authors.initials: I
authors.lastname: McAlpine
authors.forename: Michelle
authors.initials: M
authors.lastname: Tran-Dubé
authors.forename: Fen
authors.initials: F
authors.lastname: Wang
authors.forename: Stephanie
authors.initials: S
authors.lastname: Scales
authors.forename: Jean
authors.initials: J
authors.lastname: Matthews
authors.forename: Michael R
authors.initials: MR
authors.lastname: Collins
authors.forename: Sajiv K
authors.initials: SK
authors.lastname: Nair
authors.forename: Mary
authors.initials: M
authors.lastname: Nguyen
authors.forename: Jianwei
authors.initials: J
authors.lastname: Bian
authors.forename: Luis Martinez
authors.initials: LM
authors.lastname: Alsina
authors.forename: Jianmin
authors.initials: J
authors.lastname: Sun
authors.forename: Jiaying
authors.initials: J
authors.lastname: Zhong
authors.forename: Joseph S
authors.initials: JS
authors.lastname: Warmus
authors.forename: Brian T
authors.initials: BT
authors.lastname: O'Neill
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D061565:Cycloaddition Reaction; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D011759:Pyrrolidines; D013882:Thiosemicarbazones; C512188:azomethine