title: Regio- and stereoselective synthesis of 2,3,5-trienoates by palladium-catalyzed alkoxycarbonylation of conjugated enyne carbonates.
abstract: Palladium-catalyzed carbonylation of 2,4-enyne carbonates in an alcohol and under balloon pressure of CO proceeds through 1,5-substitution to yield (E)-2,3,5-trienoates. The olefin geometry of the substrate is important to control the overall stereochemistry of this alkoxycarbonylation method. The reaction proceeds through successive formation of π-allylpalladium with an R(3) group oriented syn and σ-allenyl palladium complexes.
authors.affiliation: Department of Chemistry, Faculty of Science, Izmir Institute of Technology , Urla 35430, Izmir Turkey.
authors.forename: Ezgi Şule
authors.initials: EŞ
authors.lastname: Karagöz
authors.forename: Melih
authors.initials: M
authors.lastname: Kuş
authors.forename: Gürkan Eray
authors.initials: GE
authors.lastname: Akpınar
authors.forename: Levent
authors.initials: L
authors.lastname: Artok
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002254:Carbonates / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D000475:Alkenes; D002254:Carbonates; D010165:Palladium