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Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Ruthenium-complex-catalyzed regio- and stereoselective linear codimerization of 2-norbornenes with acrylic compounds
Yasuyuki Ura1, Hiroshi Tsujita, Kenji Wada
1Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan.
Abstract:
A linear codimerization of 2-norbornenes with acrylic compounds such as acrylates and an acrylamide proceeded efficiently by ruthenium catalyst systems, RuCl3(tpy)/Zn (tpy = 2,2':6',2' '-terpyridine) or [RuCl2(C6H6)]2/Zn in a primary or secondary alcoholic solvent, to afford the corresponding exo-trans-2-norbornylacrylates as major products regio- and stereoselectively along with a small amount of cis isomers. The reaction of 2,5-norbornadiene with methyl acrylate also gave the linear exo-trans codimer, which was effectively catalyzed by the addition of triarylphosphines to the RuCl3(tpy)/Zn catalyst system.
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