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Reaction of methyl 2-methylidene-3-oxolup-20(29)-en-28-oate with triphenylphosphonium trifluoromethanesulfonate

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Abstract

Phosphorylation of methyl 2-methylidene-3-oxolup-20(29)-en-28-oate with triphenylphosphonium trifluoromethanesulfonate in methylene chloride at 20°C afforded 90% of a γ-oxoalkylphosphonium salt containing a terpenoid fragment, [28-methoxy-3,28-dioxolup-20(29)-en-2-ylmethyl]triphenylphosphonium trifluoromethanesulfonate, as a mixture of two epimers (2S/2R) at a ratio of 2: 1.

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan Tatarstan, 420088, Russia

    O. V. Tsepaeva, A. V. Nemtarev & V. F. Mironov

  2. Kazan (Volga Region) Federal University, ul. Kremlevskaya 18, Kazan Tatarstan, 420008, Russia

    A. V. Nemtarev & V. F. Mironov

Authors
  1. O. V. Tsepaeva
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  2. A. V. Nemtarev
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  3. V. F. Mironov
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Correspondence to A. V. Nemtarev.

Additional information

Original Russian Text © O.V. Tsepaeva, A.V. Nemtarev, V.F. Mironov, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 4, pp. 614–615.

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Tsepaeva, O.V., Nemtarev, A.V. & Mironov, V.F. Reaction of methyl 2-methylidene-3-oxolup-20(29)-en-28-oate with triphenylphosphonium trifluoromethanesulfonate. Russ J Org Chem 53, 621–623 (2017). https://doi.org/10.1134/S1070428017040212

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  • DOI: https://doi.org/10.1134/S1070428017040212

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