title: Total synthesis and elucidation of the absolute configuration of the diterpene tonantzitlolone.
abstract: [structure: see text] The first enantioselective total synthesis of tonantzitlolone, a novel 15-membered macrocyclic diterpene, utilized a Julia olefination, a highly selective, potassium enolate-based anti-Felkin aldol reaction, and an E-selective ring-closing metathesis as key C-C bond-forming steps. The absolute configuration of tonantzitlolone is established.
authors.affiliation: Institut für Organische Chemie der Universität Hannover, Schneiderberg 1B, D-30167 Hannover, Germany.
authors.forename: Christian
authors.initials: C
authors.lastname: Jasper
authors.forename: Rüdiger
authors.initials: R
authors.lastname: Wittenberg
authors.forename: Monika
authors.initials: M
authors.lastname: Quitschalle
authors.forename: Jasmin
authors.initials: J
authors.lastname: Jakupovic
authors.forename: Andreas
authors.initials: A
authors.lastname: Kirschning
mesh_terms: D004224:Diterpenes / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D047028:Macrocyclic Compounds / Q000138:chemical synthesis*; D008968:Molecular Conformation; D013237:Stereoisomerism; D013816:Thermodynamics
chemical_list: D004224:Diterpenes; D007202:Indicators and Reagents; D047028:Macrocyclic Compounds; C510266:tonantzitlolone