A site-selective fluorination of 10-formylnortestosterone 17-benzoate (4) which allows access to 19,19-difuoro steroids is described, and an associated rearrangement reaction yields the novel abeo-testosterone derivative (6) and thence the homoestradiol derivative (7); the X-ray structure of (6) is reported.
M. G. B. Drew, J. Mann and B. Pietrzak, J. Chem. Soc., Chem. Commun., 1985, 1191 DOI: 10.1039/C39850001191
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