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Updated: May 15, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Asymmetric vinylogous aldol reaction via H-bond-directing dienamine catalysis
David Bastida1, Yankai Liu, Xu Tian
1ICIQ - Institute of Chemical Research of Catalonia, Av. Països Catalans 16, 43007 Tarragona, Spain.
Abstract:
The enantioselective direct vinylogous aldol reaction of 3-methyl 2-cyclohexen-1-one with α-keto esters has been developed. The key to success was the design of a bifunctional primary amine-thiourea catalyst that can combine H-bond-directing activation and dienamine catalysis. The simultaneous dual activation of the two reacting partners results in high reactivity while securing high levels of stereocontrol.
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