title: Novel stereocontrolled syntheses of tashiromine and epitashiromine.
abstract: A novel stereocontrolled approach has been developed for the syntheses of tashiromine and epitashiromine alkaloids from cyclooctene β-amino acids. The synthetic concept is based on the azetidinone opening of a bicyclic β-lactam, followed by oxidative ring opening through ring C-C double bond and reductive ring-closure reactions of the cis- or trans-cyclooctene β-amino acids.
authors.affiliation: Institute of Pharmaceutical Chemistry, University of Szeged, H-6720 Szeged, Eötvös u. 6, Hungary.
authors.forename: Loránd
authors.initials: L
authors.lastname: Kiss
authors.affiliation: Institute of Pharmaceutical Chemistry, University of Szeged, H-6720 Szeged, Eötvös u. 6, Hungary.
authors.forename: Enikő
authors.initials: E
authors.lastname: Forró
authors.affiliation: Institute of Pharmaceutical Chemistry, University of Szeged, H-6720 Szeged, Eötvös u. 6, Hungary ; Stereochemistry Research Group of the Hungarian Academy of Sciences, University of Szeged, H-6720 Szeged, Eötvös u. 6, Hungary.
authors.forename: Ferenc
authors.initials: F
authors.lastname: Fülöp
keywords: alkaloids; amino acids; ring closure; ring opening; stereocontrolled synthesis