Two 17-hydroxy-9(105)-abeo-estr-4-ene-3,10-diones
Abstract
(5S,9S,17S)-17-Hydroxy-9(105)-abeo-estr-4-ene-3,10-dione, C18H26O3, (II), and (5R,9R,17S)-17-hydroxy-9(105)-abeo-estr-4-ene-3,10-dione, C18H26O3, (III), are equimolecular products of the FeII-induced transposition of 10-hydroperoxy-17-hydroxyestr-4-en-3-one, (I). With respect to reagent molecules, the configuration at C9 is retained for (II) while it is inverted in (III). The conformations of the five- and six-membered rings are compared.