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Russian Journal of Organic Chemistry

, Volume 48, Issue 9, pp 1245–1251 | Cite as

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

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

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.

Keywords

Ionic Hydrogenation Steroidal Estrogen Triethylsilane Ring Junction Sodium Tetrahydridoborate 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Pleiades Publishing, Ltd. 2012

Authors and Affiliations

  • S. N. Morozkina
    • 1
  • S. K. Nikol’skaya
    • 1
  • A. S. Chentsova
    • 1
  • A. S. Drozdov
    • 1
  • G. L. Starova
    • 1
  • S. I. Selivanov
    • 1
  • A. G. Shavva
    • 1
  1. 1.St. Petersburg State UniversitySt. PetersburgRussia

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