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Cyclopropanation and epoxidation of 2-ylidene derivatives of lupane series

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Abstract

Crotone condensation of allobetulone with fluorine-containing benzaldehydes afforded new α,β-unsaturated ketones of lupane series. Their transformations in reactions of reduction, oxidation, and cyclopropanation were investigated. The structures of the transformation products were established by X-ray diffraction analysis. The ability of obtained compounds to induce a cholesteric mesophase in nematic solvent 4'-pentyl-1,1'-biphenyl-4-carbonitrile was evaluated.

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Authors and Affiliations

  1. Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Nauki 60, Kharkiv, 61001, Ukraine

    A. N. Semenenko, N. L. Babak, I. M. Gella, V. I. Musatov, S. V. Shishkina, D. S. Sofronov & V. V. Lipson

  2. Institute of Problems of Endocrine Pathology, National Academy of Medical Sciences of Ukraine, Kharkiv, Ukraine

    V. V. Lipson

  3. Karazin Kharkiv National University, Kharkiv, Ukraine

    I. M. Gella, S. V. Shishkina & V. V. Lipson

Authors
  1. A. N. Semenenko
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  2. N. L. Babak
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  3. I. M. Gella
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  4. V. I. Musatov
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  5. S. V. Shishkina
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  6. D. S. Sofronov
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  7. V. V. Lipson
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Corresponding author

Correspondence to V. V. Lipson.

Additional information

Original Russian Text © А.N. Semenenko, N.L. Babak, I.M. Gella, V.I. Musatov, S.V. Shishkina, D.S. Sofronov, V.V. Lipson, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 2, pp. 282–289.

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Semenenko, A.N., Babak, N.L., Gella, I.M. et al. Cyclopropanation and epoxidation of 2-ylidene derivatives of lupane series. Russ J Org Chem 53, 282–289 (2017). https://doi.org/10.1134/S1070428017020245

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  • DOI: https://doi.org/10.1134/S1070428017020245

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