Enol ethers bromotrimethylsilane

Formation of Enol Ethers. Bromotrimethylsilane with tri-ethylamine in DMF is an effective medium for production of thermodynamic (Z) silyl enol ethers (eq 11). 

The trimethylsilylation of relatively unreactive hydroxy- and oxo-steroids with hexamethyldisilazane, for gas chromatographic-mass spectrometric analysis, is catalysed by the addition of bromotrimethylsilane. Oxo-steroids readily afford trimethylsilyl enol ethers. Relative retention times (g.l.c.) have been obtained for about 90 sterols and their acetates, on a variety of columns. ... 

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See also in sourсe #XX -- [ ]

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