Biomimetic Domino Knoevenagel/Cycloisomerization Strategy for the Synthesis of Citridone A and Derivatives

Studies on Knoevenagel condensations between conjugated dienals and 4-hydroxy-2-pyridone/quinolone-type 1,3-dicarbonyl equivalents led to the development of a simple one-pot strategy to access citridone A and related synthetic cyclopenta­[b]­furopyridones/quinolones. The present work highlights the...

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Veröffentlicht in:Journal of organic chemistry 2021-09, Vol.86 (17), p.12226-12236
Hauptverfasser: Bhat, Aabid H, Quiroga, Gastón N, La-Venia, Agustina, Grover, Huck K, Riveira, Martín J
Format: Artikel
Sprache:eng
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Zusammenfassung:Studies on Knoevenagel condensations between conjugated dienals and 4-hydroxy-2-pyridone/quinolone-type 1,3-dicarbonyl equivalents led to the development of a simple one-pot strategy to access citridone A and related synthetic cyclopenta­[b]­furopyridones/quinolones. The present work highlights the power of domino cascades in the synthesis of natural product frameworks and may help promote future studies on this promising new class of pyridone alkaloids.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c01542