title: Recent advances in the stereoselective synthesis of isoprostanes and neuroprostanes.
abstract: This review delineates several reported methods for the synthesis of isoprostanes and neuroprostanes with particular emphasis on the stereocontrolled construction of a suitably functionalized cyclopentane core. The alpha- and omega-side chains of these PG-like molecules are typically assembled by Wittig-type olefination reactions, standard transformations in the PG synthesis. The synthetic strategies include free radical cyclizations, a palladium-promoted coupling of three different components, an intramolecular cyclopropanation reaction-ring-opening sequence, a [2+2] photocycloaddition-ring-opening metathesis approach, and an intramolecular cross-coupling reaction of an alkyl iodide and a tethered alkenylsiloxane.
authors.affiliation: Department of Chemistry, University of Alabama, Tuscaloosa, AL 35487, USA.
authors.forename: Long Guo
authors.initials: LG
authors.lastname: Quan
authors.forename: Jin Kun
authors.initials: JK
authors.lastname: Cha
mesh_terms: D028421:Isoprostanes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D028421:Isoprostanes