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Synthesis of New Sesquiterpenoid Thio-Derivatives Based on Betulenone

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Chemistry of Natural Compounds Aims and scope

Caryophylla-4,8-dien-5-one (betulenone) was synthesized from α-betulenol in 96% yield. Thioacetates and sulfides with aromatic and heterocyclic fragments were newly synthesized from it in yields up to 95% and diastereomeric excesses (de) up to 80% via addition of thioacetic acid and thiols.

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Acknowledgment

The work was supported financially by the RFBR (Project No. 16-03-01064) using equipment at the Khimiya Center for Collective Use (CCU), Inst. Chem., Komi SC, UB, RAS.

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Correspondence to Yu. V. Gyrdymova.

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Translated from Khimiya Prirodnykh Soedinenii, No. 1, January–February, 2017, pp. 56–60.

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Gyrdymova, Y.V., Sudarikov, D.V., Rubtsova, S.A. et al. Synthesis of New Sesquiterpenoid Thio-Derivatives Based on Betulenone. Chem Nat Compd 53, 66–71 (2017). https://doi.org/10.1007/s10600-017-1913-7

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  • DOI: https://doi.org/10.1007/s10600-017-1913-7

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