F-silanes are the fluorous equivalent to a TIPS group and exhibit properties similar to most silicon protecting groups and have been used in both parallel and fluorous mixture synthesis.  Tagging of an alcohol is accomplished by in- situ activation of the F-silane to either the bromide of triflate followed by addition of the alcohol.  Detagging of the F-silane is accomplished either by treatment with fluoride or acid.  F017004, the C₈F₁₇ analog of F-silane has appropriate fluorine content for the tagging of diverse organic molecules and is recommended for natural product or medicinal chemistry synthesis in combination with fluorous solid phase extraction.  The other F-silane homologs are useful in fluorous HPLC and fluorous mixture synthesis.

1. Luo, Z. Y., Zhang, Q., Oderaotoshi, Y., Curran, D. P. Science, 2001, 291, 1766.
2. Zhang, W., Luo, Z., Chen, C.H., Curran, D.P.J. Am. Chem. Soc. 2002, 124, 10443.
3. Curran, D. P.  Synlett 2001, 1488.
4. Please refer to FTI Application Note "Fluorous Solid Phase Extraction"
5. Emma R. Palmacci, Michael C. Hewitt, and Peter H. Seeberger “Cap-Tag–Novel Methods for the Rapid Purification of Oligosaccharides Prepared by Automated Solid-Phase Synthesis” Angew. Chem. Int. Ed. 2001, 40, 4433-4437.
6. Leonardo Manzoni “Rapid synthesis of oligosaccharides using an anomeric fluorous silyl protecting group”Chem. Commun., 2003, 2930–2931.