title: Selectivity in reduction of natural furanoheliangolides with Stryker's reagent.
abstract: Reduction of the natural sesquiterpene lactones furanoheliangolides with Stryker's reagent is an effective process for producing eremantholides through a biomimetic pathway. Other reduction products are also formed. Oxygenated functions at C-15 of the furanoheliangolide produce an increase in the velocities of the reactions and reduce the chemoselectivity of the reagent.
authors.affiliation: Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Av. Bandeirantes 3900, 14040-901, Ribeirão Preto-SP, Brazil.
authors.forename: Daiane C
authors.initials: DC
authors.lastname: Sass
authors.forename: Vladimir C G
authors.initials: VC
authors.lastname: Heleno
authors.forename: Gustavo O
authors.initials: GO
authors.lastname: Morais
authors.forename: João L C
authors.initials: JL
authors.lastname: Lopes
authors.forename: Norberto P
authors.initials: NP
authors.lastname: Lopes
authors.forename: Mauricio G
authors.initials: MG
authors.lastname: Constantino
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D032701:Biomimetics; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry; D010084:Oxidation-Reduction; D012717:Sesquiterpenes / Q000737:chemistry; D054830:Sesterterpenes
chemical_list: D001952:Bridged-Ring Compounds; D005663:Furans; D007783:Lactones; D012717:Sesquiterpenes; D054830:Sesterterpenes; C499803:furanoheliangolide; C011245:eremantholide; D015107:4-Butyrolactone