Synthesis and oxidation of sulfides based on (–)-caryophyllene oxide and tert-butanethiol


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Abstract

An acid-catalyzed reaction of (–)-caryophyllene oxide with tert-butanethiol led to sulfides with the clovane structure of the sesquiterpene fragment in up to 63% yields. The oxidation of these sulfides gave sulfoxides in up to 38% yields (de 59%) and sulfones in up to 89%.

About the authors

J. W. Gyrdymova

Institute of Chemistry, Komi Scientific Center of the Ural Branch of the Russian Academy of Sciences

Author for correspondence.
Email: gyrdymova-jw@chemi.komisc.ru
Russian Federation, 48 ul. Pervomaiskaya, Syktyvkar, 167982

E. S. Izmest´ev

Institute of Chemistry, Komi Scientific Center of the Ural Branch of the Russian Academy of Sciences

Email: gyrdymova-jw@chemi.komisc.ru
Russian Federation, 48 ul. Pervomaiskaya, Syktyvkar, 167982

S. A. Rubtsova

Institute of Chemistry, Komi Scientific Center of the Ural Branch of the Russian Academy of Sciences

Email: gyrdymova-jw@chemi.komisc.ru
Russian Federation, 48 ul. Pervomaiskaya, Syktyvkar, 167982

A. V. Kutchin

Institute of Chemistry, Komi Scientific Center of the Ural Branch of the Russian Academy of Sciences

Email: gyrdymova-jw@chemi.komisc.ru
Russian Federation, 48 ul. Pervomaiskaya, Syktyvkar, 167982

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