Synthesis of Novel Spiro-Isoxazolidine Derivatives of 9α-Hydroxyparthenolide

The 1,3-dipolar cycloaddition reaction was applied to 9α-hydroxyparthenolide, an important sesquiterpene component of Anvillea radiata that was extracted directly from plant material collected in Morocco. Several new spiro-isoxazolidine derivatives were generated on the B-ring of 9α-hydroxyparthenolide (α-methylene-γ-butyrolactone (1)) by 1,3-dipolar cycloaddition of its exocyclic double bond with various nitrones. These compounds were fully characterized by spectroscopic methods.

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Publication Details

Journal
Molbank
Published
2025-08-28
DOI
https://doi.org/10.3390/m2054
Primary Topic
Synthesis of heterocyclic compounds
Type
article
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article

Synthesis of Novel Spiro-Isoxazolidine Derivatives of 9α-Hydroxyparthenolide

Mohammed Loubidi, Sabine Berteina‐Raboin, Mohamed Zaki
Molbank
Synthesis of heterocyclic compounds
article

Synthesis of Novel Spiro-Isoxazolidine Derivatives of 9α-Hydroxyparthenolide

Mohammed Loubidi, Sabine Berteina‐Raboin, Mohamed Zaki
article en

Abstract

The 1,3-dipolar cycloaddition reaction was applied to 9α-hydroxyparthenolide, an important sesquiterpene component of Anvillea radiata that was extracted directly from plant material collected in Morocco. Several new spiro-isoxazolidine derivatives were generated on the B-ring of 9α-hydroxyparthenolide (α-methylene-γ-butyrolactone (1)) by 1,3-dipolar cycloaddition of its exocyclic double bond with various nitrones. These compounds were fully characterized by spectroscopic methods.

MolbankVol. 2025(3)
Université d'Orléans (FR), Centre National de la Recherche Scientifique (FR), École Normale Supérieure (BI), Institut de Chimie Organique et Analytique (FR)
Openalex Percentile: Top 83%
Synthesis of heterocyclic compounds
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