title: Synthesis of a simplified analogue of eleutherobin via a Claisen rearrangement and ring closing metathesis strategy.
abstract: The enantioselective synthesis of a simplified eleutherobin analogue by ring closing metathesis (RCM) of the 2,9-divinyl-substituted tetrahydro-oxonin is described; the analogue and an advanced intermediate revealed microtubule stabilising properties in the micromolar range.
authors.affiliation: Department of Chemistry, University of Cambridge, UK.
authors.forename: Gary C H
authors.initials: GC
authors.lastname: Chiang
authors.forename: Andrew D
authors.initials: AD
authors.lastname: Bond
authors.forename: Andrew
authors.initials: A
authors.lastname: Ayscough
authors.forename: Gilles
authors.initials: G
authors.lastname: Pain
authors.forename: Sylvie
authors.initials: S
authors.lastname: Ducki
authors.forename: Andrew B
authors.initials: AB
authors.lastname: Holmes
mesh_terms: D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000138:chemical synthesis / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D004224:Diterpenes; D004852:Epoxy Compounds; C109551:eleutherobin