title: Silver-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with β-boryl acrylates.
abstract: The Ag-catalyzed 1,3-dipolar cycloaddition of (Ε)-β-borylacrylates with azomethine ylides is described. The resulting 3-borylpyrrolidine derivatives were obtained in high yields and complete endo selectivities using AgOAc/dppe as catalyst system and B(dam) as boryl group. Transformation of the B(dam) group into pinacol borane and oxidation afforded 3-hydroxyproline derivatives in high yields.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain.
authors.forename: Ana
authors.initials: A
authors.lastname: López-Pérez
authors.forename: Marwin
authors.initials: M
authors.lastname: Segler
authors.forename: Javier
authors.initials: J
authors.lastname: Adrio
authors.forename: Juan C
authors.initials: JC
authors.lastname: Carretero
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D012834:Silver / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D000179:Acrylates; D001391:Azo Compounds; D013882:Thiosemicarbazones; C512188:azomethine; D012834:Silver