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

BHAT, AABID H.; QUIROGA, GASTÓN N.; LA-VENIA, AGUSTINA; GROVER, HUCK K.; RIVEIRA, MARTÍN J.

JOURNAL OF ORGANIC CHEMISTRY

AMER CHEMICAL SOC

Año: 2021 vol. 86 p. 12226 - 12236

0022-3263

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.