title: The diazo ketone approach to the isoprostanes.
abstract: A general synthetic approach to the isoprostanes has been established, based on intermolecular aldol condensation of a diazo ketone with an unsaturated aldehyde, followed by cyclization of the resulting diazo ketone to the cyclopropane. Subsequent kinetic opening with thiophenol followed by further elaboration then leads to the isoprostane. The history of this approach and the details of its development are discussed.
authors.affiliation: Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716, USA. Taberdf@udel.edu
authors.forename: Douglass F
authors.initials: DF
authors.lastname: Taber
authors.forename: R Scott
authors.initials: RS
authors.lastname: Hoerrner
authors.forename: R Jason
authors.initials: RJ
authors.lastname: Herr
authors.forename: D Mark
authors.initials: DM
authors.lastname: Gleave
authors.forename: Kazuo
authors.initials: K
authors.lastname: Kanai
authors.forename: Richard
authors.initials: R
authors.lastname: Pina
authors.forename: Qin
authors.initials: Q
authors.lastname: Jiang
authors.forename: Ming
authors.initials: M
authors.lastname: Xu
mesh_terms: D028421:Isoprostanes / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*
chemical_list: D028421:Isoprostanes; D007659:Ketones