Steroids. VII. 1 Contribution to the Bromination of▵ 4-3-Ketosteroids and a New Partial Synthesis of the Natural Estrogens

C Djerassi, G Rosenkranz, J Romo…

Index: Djerassi et al. Journal of the American Chemical Society, 1950 , vol. 72, p. 4534,4539

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Citation Number: 72

Abstract

Summary The Wohl-Ziegler bromination of A1J4-androstadiene-3, 17-dione (and of the corresponding 17-acetoxy derivative) proceeds smoothly and after dehydrobromination of the intermediate A-bromo cornpouncl Ira leads to A'"-; tiidrostatriene-3, 17-dione jIIIa 1.. ironiatization in mineral oil solu-tioii of I11a at tiY) O" results iri the foriliation of A'>- tlrhydroestrone (A'-isoequilin)(IV) iii 40% yield, who5e structure provc'd by hydrogenatioii ...