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Transformation of peroxide products of (S)-(-)-limonene ozonolysis in the system HCl-methanol

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Abstract

Peroxide products of partial ozonolysis of (S)-(-)-limonene (ee 50%) in cyclohexane-methanol at 2–4°C were treated with a solution of HCl in methanol, which led to the formation of a 4: 1 mixture of methyl [(1S)-2,4-dimethoxy-2,4-dimethylcyclohexyl]acetate and [(1S)-2,4-dimethoxy-2,4-dimethylcyclohexyl]acetaldehyde, each being represented by a single pair of diastereoisomers at a ratio of 3: 1.

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References

  1. Ishmuratov, G.Yu., Legostaeva, Yu.V., Botsman, L.P., Nasibullina, G.V., Muslukhov, R.R., Kazakov, D.V., and Tolstikov, G.A., Russ. J. Org. Chem., 2012, vol. 48, p. 18.

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  2. Ishmuratov, G.Yu., Legostaeva, Yu.V., Garifullina, L.R., Botsman, L.P., Muslukhov, R.R., and Tolstikov, G.A., Russ. J. Org. Chem., 2014, vol. 50, p. 1075.

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Correspondence to G. Yu. Ishmuratov.

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Original Russian Text © G.Yu. Ishmuratov, Yu.V. Legostaeva, L.R. Garifullina, L.P. Botsman, R.R. Muslukhov, G.A. Tolstikov, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 12, pp. 1765–1767.

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Ishmuratov, G.Y., Legostaeva, Y.V., Garifullina, L.R. et al. Transformation of peroxide products of (S)-(-)-limonene ozonolysis in the system HCl-methanol. Russ J Org Chem 50, 1746–1748 (2014). https://doi.org/10.1134/S1070428014120045

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  • DOI: https://doi.org/10.1134/S1070428014120045

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