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Acid-Catalyzed Rearrangements of (-)-Thujopsene

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Abstract

The transformations of (-)-thujopsene in liquid (HSO3F-SO2FCl) and over solid (TiO2/SO4 2 -) superacids, as well as by the action of peroxy acids, were studied. New tricyclic hydrocarbons were isolated. The experimental results were compared with the data of computer analysis of the most probable transformation pathways using molecular-mechanics and quantum-chemical methods.

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Authors and Affiliations

  1. Siberian Division, Russian Academy of Sciences, Vorozhtsov Novosibirsk Institute of Organic Chemistry, pr. Akademika Lavrent'eva 9, Novosibirsk, 630090, Russia

    O. I. Yarovaya, M. P. Polovinka, D. V. Korchagina, Yu. V. Gatilov, I. Yu. Bagryanskaya, V. V. Shcherbukhin, A. A. Shal'ko, G. A. Zenkovets & V. A. Barkhash

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  1. O. I. Yarovaya
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  2. M. P. Polovinka
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  3. D. V. Korchagina
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  4. Yu. V. Gatilov
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  5. I. Yu. Bagryanskaya
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  6. V. V. Shcherbukhin
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  7. A. A. Shal'ko
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  8. G. A. Zenkovets
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  9. V. A. Barkhash
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Yarovaya, O.I., Polovinka, M.P., Korchagina, D.V. et al. Acid-Catalyzed Rearrangements of (-)-Thujopsene. Russian Journal of Organic Chemistry 37, 362–374 (2001). https://doi.org/10.1023/A:1012328407347

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