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February 19, 2026Synthesis0 citations

Asymmetric Pudovik Reaction as a Tool for Functionalizing 3-Formyl Chromones

JMJuan Carlos Morales-SolisMOMario OrdonezELEugenia Marques Lopez

Key Points

  • The aim is to develop a method for synthesizing chiral chromone-derived compounds using the Pudovik reaction.
  • Conducted asymmetric synthesis using the Pudovik reaction
  • Utilized chiral organocatalyst (DHQ)2Phal
  • Analyzed products via NMR for absolute configuration
  • Examined effects of electron-withdrawing and electron-donating groups on chromones
  • Performed computational calculations on molecular properties.
  • Achieved moderate enantiomeric excess values in synthesized compounds
  • Demonstrated viability of asymmetric synthesis for various substituted 3-formyl chromones
  • Established absolute configuration using NMR and computational analyses.

Abstract

We report a preliminary proof of concept for the first asymmetric synthesis of a novel series of chromone-derived compounds via the Pudovik reaction, employing the chiral organocatalyst (DHQ)2Phal. Although only moderate enantiomeric excess values were obtained, the scope of the reaction using different electron-withdrawing and electron-donating groups on substituted 3-formyl chromones demonstrated the viability of this methodology. The absolute configuration of the final products was established through NMR analysis of diastereomeric derivatives with (S) Naproxen, complemented by computational calculations, including a study of the correlation between dipole moment and molecular polarity.

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Cite This Study

Morales-Solis et al. (2026) studied this question.

synapsesocial.com/papers/6996a818ecb39a600b3ee737https://doi.org/10.1055/a-2815-1115
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