title: Expanding cyclitol structural diversity by biocatalysis and metalocatalysis. A click chemistry approach.
abstract: The palladium catalyzed cross-coupling reaction of phenyltrifluoroborate with a chemoenzymatically derived bromoazidoconduritol, combined with 1,3-dipolar cycloaddition, with a variety of alkynes is described. Fourteen new compounds were synthesized in moderate to good yields. The click chemistry reaction can be effected by using sodium ascorbate and CuSO(4) · 5H(2)O as catalyst in toluene-H(2)O at room temperature.
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, UdelaR, Montevideo, Uruguay.
authors.forename: Victoria
authors.initials: V
authors.lastname: de la Sovera
authors.forename: Ana
authors.initials: A
authors.lastname: Bellomo
authors.forename: Jesus M
authors.initials: JM
authors.lastname: Pena
authors.forename: David
authors.initials: D
authors.lastname: Gonzalez
authors.forename: Hélio A
authors.initials: HA
authors.lastname: Stefani
mesh_terms: D055162:Biocatalysis; D057930:Click Chemistry / Q000379:methods*; D054812:Cyclitols / Q000138:chemical synthesis / Q000737:chemistry*; D049308:Dioxygenases / Q000378:metabolism; D010165:Palladium / Q000737:chemistry*; D016958:Pseudomonas putida / Q000201:enzymology
chemical_list: D054812:Cyclitols; D010165:Palladium; D049308:Dioxygenases