Steroids

Novel synthesis of 2-fluoroestradiol from 19-Cortestosterone: Biomimetic oxidative defluorination to 2-hydroxyestradiol

PW Le Quesne, K Allam, S Abdel-Baky, KD Onan…

Index: Le Quesne; Allam; Abdel-Baky; Onan; Purdy Steroids, 1989 , vol. 53, # 6 p. 649 - 661

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Citation Number: 8

Abstract

Abstract A new, short synthetic route to 2-fluoroestradiol from 19-nortestosterone is described which gives the target compound in an approximately 25% overall yield. Oxidative defluorination of 2-fluoroestradiol to 2-hydroxyestradiol via treatment with Frémy's salt/iodide ion is reported. This process is regarded as biomimetic with respect to cytochrome P-450- dependent oxidative defluorination.