Steroidal 3-fluoroderivatives were prepared from corresponding tosylates using tetrabutylammonium difluorodimethylphenylsilicate as fluorinating agent. The reaction was tested on all four possible C-3 and C-5 stereoisomers of cholestane and 17-oxoandrostane skeletons. In this reaction only one isomer was always formed with opposite configuration at C-3 to starting tosylate. The reaction is accompanied by elimination which affords a mixture of corresponding olefines.

• MeSH
• Financing, Organized MeSH
• Quaternary Ammonium Compounds chemical synthesis   MeSH
• Magnetic Resonance Spectroscopy methods   instrumentation   MeSH
• Steroids, Fluorinated chemical synthesis   MeSH