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Updated: Jul 28, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Pentaenolate activation in the organocatalytic allylic alkylation of indene-2-carbaldehydes
Adam Cieśliński1, Sebastian Frankowski1, Łukasz Albrecht1
1Institute of Organic Chemistry, Faculty of Chemistry Lodz University of Technology Żeromskiego 116, Łódź 90-924, Poland. lukasz.albrecht@p.lodz.pl.
Abstract:
In this manuscript, the application of pentaenolate intermediates in the allylic alkylation of indene-2-carbaldehydes with Morita-Baylis-Hillman (MBH) carbonates is described. The reaction has been carried out in a highly enantio- and diastereoselective manner due to the use of a chiral tertiary amine as a nucleophilic catalyst. The developed reactivity constitutes the first application of organocatalytic pentaenolate activation in asymmetric synthesis, expanding the arsenal of catalytic methods.
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