Current Organic Chemistry

Author(s): S. Braune, S. Deb, T. Hase and K. Wahala

DOI: 10.2174/138527207780059349

Homologation of Estrone or Estradiol. Appending a Carbon Substituent Into the 3-hydroxyestra-1,3,5-triene Skeleton

Page: [383 - 405] Pages: 23

  • * (Excluding Mailing and Handling)

Abstract

Recent work is reviewed concerning the synthesis of estrone or estradiol homologues, of interest in diagnostics, drug discovery research etc. The survey is limited to reactions where a carbon atom or a carbon chain becomes directly attached to the steroid ring system. Also conversions of non-estranoid starting materials to substituted estrone/estradiol derivatives are discussed. The organization of the review follows steroid numbering.

Keywords: hydroxymethylated derivative, estrogen derivatives, Barton-McCombie deoxygenation, C-alkylation, Wolff-Kishner reduction