title: Total synthesis and biological evaluation of (-)-9-deoxy-englerin A.
abstract: An effective total synthesis of (-)-9-deoxy-englerin (4), an analogue of the natural guaiane sesquiterpene englerin A (1), has been achieved. The synthesis features a transannular epoxide opening to construct the 5,7-fused ring system followed by transannular ether formation with mercury(II) trifluoroacetate.
authors.affiliation: Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany.
authors.forename: Dmitry B
authors.initials: DB
authors.lastname: Ushakov
authors.forename: Vaidotas
authors.initials: V
authors.lastname: Navickas
authors.forename: Markus
authors.initials: M
authors.lastname: Ströbele
authors.forename: Cäcilia
authors.initials: C
authors.lastname: Maichle-Mössmer
authors.forename: Florenz
authors.initials: F
authors.lastname: Sasse
authors.forename: Martin E
authors.initials: ME
authors.lastname: Maier
mesh_terms: D000478:Alkylation; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D003500:Cyclization; D006801:Humans; D008958:Models, Molecular; D015394:Molecular Structure; D045789:Sesquiterpenes, Guaiane / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: C558891:9-deoxy-englerin A; D045789:Sesquiterpenes, Guaiane; C534971:englerin A