Oxidative transformations of alkyl caryophyllanyl sulfides |
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| Authors: | Yu. V. Gyrdymova D. V. Sudarikov S. A. Rubtsova A. V. Kutchin |
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| Affiliation: | 1.Institute of Chemistry, Komi Scientific Center, Ural Branch,Russian Academy of Sciences,Syktyvkar,Russia |
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| Abstract: | Sesquiterpene sulfoxides and sulfones were synthesized in up to 56 and 74% yields, respectively. The oxidation of sulfides was accompanied by rearrangement of the epoxide fragment to allylic alcohol with subsequent oxidation. The isomerization of 4,5-epoxycaryophyllane-15-thiol afforded for the first time 4,11,11-trimethyl-8-(sulfanylmethyl)bicyclo[7.2.0]undec-3-en-5-ol in 40–45% yield. |
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