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Synthesis of glycidyl ethers derived from terpene α-amino oximes and β-substituted alcohols on their basis

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Abstract

3-Carene, α-pinene, and limonene α-(dimethylamino)oximes were converted to glycidyl ethers at the oxime hydroxyl. The compounds obtained were involved in the reactions with amines, imidazole, as well as with anions of these dimethylamino oximes. The glycidyl ether epoxide ring opening by amines under microwave irradiation conditions proceeds considerably faster than upon convection heating.

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Authors and Affiliations

  1. Department of Natural Sciences, Novosibirsk State University, 2 ul. Pirogova, 630090, Novosibirsk, Russian Federation

    T. A. Shumilova & A. V. Tkachev

  2. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent’eva, 630090, Novosibirsk, Russian Federation

    A. M. Agafontsev & A. V. Tkachev

Authors
  1. T. A. Shumilova
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  2. A. M. Agafontsev
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  3. A. V. Tkachev
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Correspondence to A. V. Tkachev.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 0099–0106, January, 2015.

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Shumilova, T.A., Agafontsev, A.M. & Tkachev, A.V. Synthesis of glycidyl ethers derived from terpene α-amino oximes and β-substituted alcohols on their basis. Russ Chem Bull 64, 99–106 (2015). https://doi.org/10.1007/s11172-015-0827-4

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  • DOI: https://doi.org/10.1007/s11172-015-0827-4

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