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Dr. Adel M. ElSohly, Dr. Daniel A. Wespe, Tyler J. Poore and Prof. Dr. Scott A. Snyder An Efficient Approach to the Securinega Alkaloids Empowered by Cooperative N-Heterocyclic Carbene/Lewis Acid Catalysis Angewandte Chemie International Edition 52

Article first published online: 22 APR 2013 | DOI: 10.1002/anie.201301849

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Folding it all together: Most of the syntheses developed for the securinega alkaloid class require lengthy sequences to create their bridging butenolide domains. A novel approach uses N-heterocyclic carbenes (NHCs) and Lewis acids to forge the entire domain in a single step from appropriate precursors, showing that ynal-derived homoenolates can participate as nucleophiles in intramolecular settings (see scheme).

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