Abstract
Reactions of the pinane thioacetates with chlorine dioxide were investigated. The intramolecular migration of the acetyl group onto the hydroxy group was revealed for trans-3-hydroxy-cis-myrtane thioacetate, whereas the effect of solvent nature on this process was demonstrated. New sulfanyl and sulfonyl derivatives of the pinane structure promising for the synthesis of potential biologically active compounds were synthesized.
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This work was financially supported by the Ministry of Science and Higher Education of the Russian Federation (State Assignment No. 122040600073-3) and by the world-class scientific and educational center “Russian Arctic: new materials, technologies, and research methods” and performed using the equipment of the Center for Collective Use (CCU) “Chemistry” at the Institute of Chemistry of the Federal Research Center “Komi Scientific Centre”, Ural Branch of the Russian Academy of Sciences. The single crystal X-ray diffraction study was carried out using the equipment of the CCU “SAOS” at the I. Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences.
No human or animal subjects were used in this research.
Based on the materials of the XII All-Russian Scientific Conference with international participation and the School of Young Scientists “Chemistry and Technology of Plant Substances” (November 29–December 2, 2022; Kirov, Russia).
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 9, pp. 2224–2234, September, 2023.
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Subbotina, S.N., Lezina, O.M., Grebyonkina, O.N. et al. Reactions of cis-mirtanyl thioacetate and its trans-3-hydroxy derivative with chlorine dioxide. Russ Chem Bull 72, 2224–2234 (2023). https://doi.org/10.1007/s11172-023-4019-3
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DOI: https://doi.org/10.1007/s11172-023-4019-3