title: Asymmetric Synthesis of 1,2-dioxanes: Approaches to the Peroxyplakoric Acids.
abstract: The stereospecific intramolecular alkylation of a hydroperoxyacetal provides the basis for the first asymmetric synthesis of the dioxane propionate core of the peroxyplakorates. Chemoselective hydrometallation of an alkyne in the presence of a peroxide is used to introduce a synthon for the polyunsaturated side chains of the peroxyplakorates. The route suggests a general solution for the 1,2-dioxane unit in many peroxide natural products.
authors.affiliation: Department of Chemistry, University of Nebraska-Lincoln, Lincoln, Nebraska, 68588-0304.
authors.forename: Chunping
authors.initials: C
authors.lastname: Xu
authors.forename: Chris
authors.initials: C
authors.lastname: Schwartz
authors.forename: Joseph
authors.initials: J
authors.lastname: Raible
authors.forename: Patrick H
authors.initials: PH
authors.lastname: Dussault