Two 17-hydroxy-9(10-->5)-abeo-estr-4-ene-3,10-diones.
(5S,9S,17S)-17-Hydroxy-9(10-->5)-abeo-estr-4-ene-3,10-dione, C(18)H(26)O(3), (II), and (5R,9R,17S)-17-hydroxy-9(10-->5)-abeo-estr-4-ene-3,10-dione, C(18)H(26)O(3), (III), are equimolecular products of the Fe(II)-induced transposition of 10beta-hydroperoxy-17beta-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.
Pilati
T
T
CNR - Centro per lo Studio delle Relazioni fra Struttura e Reattività Chimica, Via Golgi 19, 20133 Milano, Italy. pila@csrsrc.mi.cnr.it
Casalone
G
G