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Synthesis of 1,2,3-Triazole-Substituted 3,7,7-Trimethylbicyclo[4.1.0]Heptanols Based on (+)-3-Carene

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Chemistry of Natural Compounds Aims and scope

Regioisomeric 3,7,7-trimethylbicyclo[4.1.0]heptanols and their acetoacetates with substituted 1,2,3-triazole fragments were synthesized via azide–alkyne cycloaddition reactions of azidocaranols and mono-substituted acetylenes. A one-pot synthesis of symmetric and asymmetric esters of carane-type 2,6-dimethylpyridine-3,5-dicarboxylic acid was proposed.

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Acknowledgment

The work was financially supported by Applied Research Project No. 20.80009.5007.17 of the National Agency for Research and Development of Moldova.

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  1. Institute of Chemistry, 3 Akademicheskaya St., MC-2028, Kishinev, Moldova

    S. N. Curlat & F. Z. Macaev

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  1. S. N. Curlat
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  2. F. Z. Macaev
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Correspondence to F. Z. Macaev.

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Translated from Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2021, pp. 625–631.

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Curlat, S.N., Macaev, F.Z. Synthesis of 1,2,3-Triazole-Substituted 3,7,7-Trimethylbicyclo[4.1.0]Heptanols Based on (+)-3-Carene. Chem Nat Compd 57, 733–740 (2021). https://doi.org/10.1007/s10600-021-03461-4

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  • DOI: https://doi.org/10.1007/s10600-021-03461-4

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