期刊
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS
卷 73, 期 12, 页码 1825-1834出版社
INST ORGANIC CHEM AND BIOCHEM
DOI: 10.1135/cccc20081825
关键词
Steroidal fluoroderivatives; Stereoselective fluorination; NMR spectroscopy; SN2 reaction
资金
- Czech Science Foundation [203/08/1498]
- Research Project of the Academy of Sciences of the Czech Republic [Z4 005 0506]
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.
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