title: First enantioselective total synthesis of (+)-(R)-Pinnatolide using an asymmetric domino allylation reaction.
abstract: An efficient total synthesis of (+)-(R)-Pinnatolide is described. As a key step an asymmetric multicomponent domino allylation reaction of methyl levulinate is used to form the quaternary stereogenic center in a highly selective way.
authors.affiliation: Institute of Organic and Biomolecular Chemistry, Georg-August-University of Göttingen, Tammannstr. 2, D-37077 Göttingen, Germany. ltietze@gwdg.de
authors.forename: Lutz F
authors.initials: LF
authors.lastname: Tietze
authors.forename: Thomas
authors.initials: T
authors.lastname: Wolfram
authors.forename: Julian J
authors.initials: JJ
authors.lastname: Holstein
authors.forename: Birger
authors.initials: B
authors.lastname: Dittrich
mesh_terms: D019659:Asteraceae / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D007982:Levulinic Acids / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013729:Terpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification
chemical_list: D007982:Levulinic Acids; D013729:Terpenes; C576315:pinnatolide; C119867:methyl levulinate