T. I. Akimova, O. A. Soldatkina, V. G. Savchenko, A. V. Pilipenko, A. A. Kapustina, “Stereoisomerism in the representative tetracyclic dispiro ozonide derived from (methylene)dicyclohexanone with the 1,5-diketo arrangement”, Mendeleev Commun., 32:2 (2022), 271

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Mendeleev Communications, 2022, Volume 32, Issue 2, Pages 271–273
DOI: https://doi.org/10.1016/j.mencom.2022.03.040 (Mi mendc637)

This article is cited in 4 scientific papers (total in 4 papers)

Communications

Stereoisomerism in the representative tetracyclic dispiro ozonide derived from (methylene)dicyclohexanone with the 1,5-diketo arrangement

T. I. Akimova, O. A. Soldatkina, V. G. Savchenko, A. V. Pilipenko, A. A. Kapustina

Far Eastern Federal University, Vladivostok, Russian Federation

Full-text PDF (222 kB) Citations (4) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2022.03.040

Graphic abstract: Stereoisomerism in the representative tetracyclic dispiro ozonide derived from (methylene)dicyclohexanone with the 1,5-diketo arrangement

Abstract: The conditions and reasons for the stereoselective transformation of the rac form of 2,2′-(methylene)-dicyclohexanone into the meso- or rac-diastereomer of tetracyclic dispiro ozonide (1,2,4-trioxolane) in the reaction with 30% aqueous H₂O₂ in the presence of acid have been determined. A mechanism for the stereoisomerization of ozonides was proposed, and the stereochemistry of diastereomeric ozonides was established by NMR data.

Keywords: tetracyclic compounds, dispiro compounds, 1,2,4-trioxolanes, Ozonides, Stereoisomerism, 1,5-diketones, hydrogen peroxide.

Bibliographic databases:

Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(1.5 Mb)

Citation: T. I. Akimova, O. A. Soldatkina, V. G. Savchenko, A. V. Pilipenko, A. A. Kapustina, “Stereoisomerism in the representative tetracyclic dispiro ozonide derived from (methylene)dicyclohexanone with the 1,5-diketo arrangement”, Mendeleev Commun., 32:2 (2022), 271–273

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https://www.mathnet.ru/eng/mendc/v32/i2/p271

This publication is cited in the following 4 articles:

Citing articles in Google Scholar: Russian citations, English citations
Related articles in Google Scholar: Russian articles, English articles

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