Synthesis of novel spiro-pyrazole and spiro-isoxazoline derivatives of 9α- and 9β-hydroxyparthenolide

[Display omitted] •9α and 9β-hydroxyparthenolide were isolated from Anvillea radiata.•Diastereoselective synthesis of novel spiropyrazoles and spiroisoxazolines.•Synthesis of α,β- unsaturated novel ketones as Michael receptor. A series of novel spiropyrazoles and spiroisoxazolines was efficiently sy...

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Bibliographic Details
Published in:Tetrahedron letters 2020-10, Vol.61 (42), p.152409, Article 152409
Main Authors: Outahar, Fatima, Moumou, Mohamed, Hannioui, Abdellah, Rakib, El Mostapha, El Ammari, Lahcen, Saadi, Mohamed, Akssira, Mohamed
Format: Article
Language:English
Subjects:
Anvillea radiata
Spiroisoxazoline
Spiropyrazole
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Summary:[Display omitted] •9α and 9β-hydroxyparthenolide were isolated from Anvillea radiata.•Diastereoselective synthesis of novel spiropyrazoles and spiroisoxazolines.•Synthesis of α,β- unsaturated novel ketones as Michael receptor. A series of novel spiropyrazoles and spiroisoxazolines was efficiently synthesized. Structural modifications were performed at the C-9 and C-13 positions of 9α- and 9β-hydroxyparthenolide, which were isolated from the aerial parts of Anvillea radiata. The structures and stereochemistry of the cycloadducts were fully established by spectroscopic methods including X-ray diffraction data.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2020.152409