title: Bicyclic oxygen heterocycles from γ,δ-unsaturated alcohols: synthetic targets inspired by blepharocalyxin D.
abstract: trans-2,8-Dioxabicyclodecanes were prepared in high yield with the creation of up to three stereocenters in a single pot by the acid-mediated reaction of γ,δ-unsaturated alcohols with aldehydes (see scheme, Bn=benzyl). This versatile reaction enables the stereoselective introduction of substituents at the C3, C4, C7, and C9 positions of the bicyclic framework.
authors.affiliation: School of Chemistry, University of Bristol, UK.
authors.forename: Adam J
authors.initials: AJ
authors.lastname: Bunt
authors.forename: Christopher D
authors.initials: CD
authors.lastname: Bailey
authors.forename: Benjamin D
authors.initials: BD
authors.lastname: Cons
authors.forename: Sophie J
authors.initials: SJ
authors.lastname: Edwards
authors.forename: Jon D
authors.initials: JD
authors.lastname: Elsworth
authors.forename: Tshepo
authors.initials: T
authors.lastname: Pheko
authors.forename: Christine L
authors.initials: CL
authors.lastname: Willis