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Updated: Jul 22, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Amino acid-derived enaminones: a study in ring formation providing valuable asymmetric synthons
Brandon J Turunen1, Gunda I Georg
1Department of Medicinal Chemistry and Center for Methodology and Library Development, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA.
Abstract:
A new reaction for the preparation of enaminones has been discovered. This method employs beta-amino acids as starting materials to allow diversification as well as incorporation of chirality. The beta-amino acids, once converted to ynones, are readily cyclized to the desired six-membered enaminone via a two-step, one-pot protocol. Although disguised as a 6-endo-dig cyclization, the reagents employed in the transformation play a direct role in bond making and bond breaking, thus changing the mode of addition.
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