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Alkylation of 2,4-dimethylphenol with (+)-α- and (−)-β-pinenes in the presence of aluminum xylenolate

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Abstract

Alkylation of 2,4-dimethylphenol with (+)-α- and (−)-β-pinenes in the presence of aluminum 2,4-dimethylphenoxide generated in situ led to the formation of mixtures of products, from which optically active compounds were isolated. The structure of 2-bornyl-4,6-dimethylphenol was determined by X-ray analysis; its (+)- and (−)-enantiomers were assigned (1R,2R,4S) and (1S,2S,4R) configurations, respectively.

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Authors and Affiliations

  1. Institute of Chemistry, Komi Research Center, Ural Branch, Russian Academy of Sciences, ul. Pervomaiskaya 48, Syktyvkar, 167982, Russia

    I. Yu. Chukicheva, M. V. Krylova, E. V. Buravlev & A. V. Kutchin

  2. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991, Russia

    K. Yu. Suponitskii

Authors
  1. I. Yu. Chukicheva
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  2. M. V. Krylova
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  3. E. V. Buravlev
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  4. K. Yu. Suponitskii
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  5. A. V. Kutchin
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Corresponding author

Correspondence to I. Yu. Chukicheva.

Additional information

Original Russian Text © I.Yu. Chukicheva, M.V. Krylova, E.V. Buravlev, K.Yu. Suponitskii, A.V. Kutchin, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 4, pp. 600–606.

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Chukicheva, I.Y., Krylova, M.V., Buravlev, E.V. et al. Alkylation of 2,4-dimethylphenol with (+)-α- and (−)-β-pinenes in the presence of aluminum xylenolate. Russ J Org Chem 50, 589–595 (2014). https://doi.org/10.1134/S1070428014040241

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  • DOI: https://doi.org/10.1134/S1070428014040241

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