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Ionic hydrogenation of estra-1,3,5(10),8,14-pentaenes

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Abstract

The direction of ionic hydrogenation of estra-1,3,5(10),8,14-pentaenes with triethylsilane in the presence of trifluoroacetic acid is determined by the nature of substituents in the A and B rings. The hydrogenation of 7β-methyl-3-methoxy-D-homo-6-oxaestra-1,3,5(10),8,14-pentaen-17aβ-yl acetate gives mainly 9β-analog, which provides the possibility for synthesizing new inhibitors of enzymes responsible for metabolism of steroidal estrogens.

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Authors and Affiliations

  1. St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504, Russia

    S. N. Morozkina, S. K. Nikol’skaya, A. S. Chentsova, A. S. Drozdov, G. L. Starova, S. I. Selivanov & A. G. Shavva

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  1. S. N. Morozkina
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  2. S. K. Nikol’skaya
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  3. A. S. Chentsova
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  4. A. S. Drozdov
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  5. G. L. Starova
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  6. S. I. Selivanov
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  7. A. G. Shavva
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Correspondence to A. G. Shavva.

Additional information

Original Russian Text © S.N. Morozkina, S.K. Nikol’skaya, A.S. Chentsova, A.S. Drozdov, G.L. Starova, S.I. Selivanov, A.G. Shavva, 2012, published in Zhurnal Organicheskoi Khimii, 2012, Vol. 48, No. 9, pp. 1246–1251.

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Morozkina, S.N., Nikol’skaya, S.K., Chentsova, A.S. et al. Ionic hydrogenation of estra-1,3,5(10),8,14-pentaenes. Russ J Org Chem 48, 1245–1251 (2012). https://doi.org/10.1134/S1070428012090175

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  • DOI: https://doi.org/10.1134/S1070428012090175

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