title: Synthesis of spiroannulated and 3-arylated 1,2,4-trioxanes from mesitylol and methyl 4-hydroxytiglate by photooxygenation and peroxyacetalization.
abstract: Cycloalkanones were utilized in the Lewis acid catalyzed peroxyacetalization of ss-hydroperoxy homoallylic alcohols (prepared by the ene reaction of the allylic alcohols mesitylol and methyl 4-hydroxytiglate, respectively, with singlet oxygen) to give spiroannulated 1,2,4-trioxanes 5a-5e and 9a-9e, respectively. A second series of 3-arylated trioxanes 10a-10h, that are available from the hydroperoxy alcohol 4 and benzaldehyde derivatives, was investigated by X-ray crystallography.
authors.affiliation: University of Cologne, Department of Chemistry, Organic Chemistry, Greinstr. 4, D-50939 Köln, Germany. griesbeck@uni-koeln.de
authors.forename: Axel G
authors.initials: AG
authors.lastname: Griesbeck
authors.forename: Lars-Oliver
authors.initials: LO
authors.lastname: Höinck
authors.forename: Jörg M
authors.initials: JM
authors.lastname: Neudörfl