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Asymmetrical oxidation of menthone dithiolane
Authors:A. V. Timshina  S. A. Rubtsova  M. I. Kodess  E. G. Matochkina  P. A. Slepukhin  A. V. Kuchin
Affiliation:(1) Institute of Chemistry, Komi Scientific Center, Ural Division, Russian Academy of Sciences, Syktyvkar, 167982, Russia;(2) Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, Yekaterinburg, Russia
Abstract:Asymmetrical oxidation was performed of menthone dithiolane obtained in 95–98% yield by condensation of menthone with 1,2-ethanedithiol in the presence of boron trifluoride etherate. 6-Isopropyl-9-methyl-1,4-dithiaspiro[4,5]decane-1,4-dioxide (yield 5–55%) and 6-isopropyl-9-methyl-1,4-dithiaspiro[4,5]-decane-1,1,4-trioxide (yield 65–70%) were synthesized. Chemical structures of compounds obtained were proved by XRD analysis, NMR and IR spectroscopy.
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