title: Enantioselective total synthesis of the lignan (+)-linoxepin.
abstract: An enantioselective total synthesis of the natural (+)-linoxepin (1) was accomplished in eleven steps from bromovanin (24). Key steps are a domino carbopalladation/ Mizoroki-Heck reaction with the formation of a pentacyclic system, an asymmetric hydroboration as well as an oxidative lactonization.
authors.affiliation: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077 Göttingen (Germany). ltietze@gwdg.de.
authors.forename: Lutz F
authors.initials: LF
authors.lastname: Tietze
authors.forename: Jérôme
authors.initials: J
authors.lastname: Clerc
authors.forename: Simon
authors.initials: S
authors.lastname: Biller
authors.forename: Svenia-C
authors.initials: SC
authors.lastname: Duefert
authors.forename: Matthias
authors.initials: M
authors.lastname: Bischoff
mesh_terms: D001547:Benzaldehydes / Q000737:chemistry*; D017705:Lignans / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001547:Benzaldehydes; D017705:Lignans; D011083:Polycyclic Compounds; C515564:bromovanin; C583976:linoxepin
keywords: asymmetric hydroboration; carbopalladation; lignans; natural products; total synthesis