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Synthesis of several optically active menthane disulfides and thiosulfinates

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Chemistry of Natural Compounds Aims and scope

Symmetric and asymmetric disulfides were synthesized from mixtures of menthyl- and neomenthylthiols and were oxidized asymmetrically. Dineomenthyldisulfide, dimenthyldisulfide, and menthylneomenthyldisulfide were synthesized in yields of 47–48%, 24–25, and 29–55, respectively. Pure diastereomeric dimenthyl-, dineomenthyl-, and menthylneomenthylthiosulfinates were synthesized in yields of 85–90% and de up to 30%.

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Acknowledgment

The work was supported by the Federal Agency for Science and Innovation under the Federal Targeted Program “Scientific and Educational Staff of Innovation Russia” (State Contract No. 02.740.11.0081).

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Authors and Affiliations

  1. Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, 167982, Syktyvkar, Russia

    E. S. Izmest′ev, D. V. Sudarikov, S. A. Rubtsova & A. V. Kuchin

Authors
  1. E. S. Izmest′ev
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  2. D. V. Sudarikov
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  3. S. A. Rubtsova
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  4. A. V. Kuchin
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Corresponding author

Correspondence to D. V. Sudarikov.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 43–47, January–February, 2011.

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Izmest′ev, E.S., Sudarikov, D.V., Rubtsova, S.A. et al. Synthesis of several optically active menthane disulfides and thiosulfinates. Chem Nat Compd 47, 46–50 (2011). https://doi.org/10.1007/s10600-011-9827-2

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  • DOI: https://doi.org/10.1007/s10600-011-9827-2

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