Palladium-Catalyzed Alkoxycarbonylation of Conjugated Enyne Oxiranes: A Diastereoselective Method for the Synthesis of 7-Hydroxy-2,3,5-trienoates.
Palladium-catalyzed alkoxycarbonylative 1,5-substitution of conjugated enyne oxiranes provides a diastereoselective route to (E)-configured 7-hydroxy-2,3,5-trienoates. The reactions proceeded in a highly stereoselective manner, possibly through sequential formation of π-allylpalladium and σ-vinylallenyl palladium complexes. The major diastereomeric form of the product is determined by the configuration of the alkenyl moiety of the substrate.
†Department of Chemistry, Faculty of Science, Izmir Institute of Technology, Urla, 35430 Izmir, Turkey.
Melih
M
Kuş
†Department of Chemistry, Faculty of Science, Izmir Institute of Technology, Urla, 35430 Izmir, Turkey.
Levent
L
Artok
‡Department of Physics, Faculty of Science, Dokuz Eylul University, Buca, Izmir, Turkey.
Muhittin
M
Aygün