Scheme 8

After addition of the fluorinated allyl tin reagent 27 to an aldehyde 28, the crude reaction mixture was adsorbed on fluorous silica gel and then charged to a dry packed fluorous silica gel column. The column was eluted first with acetonitrile and then with hexane. Evaporation of the acetonitrile fraction provided the organic products 29, whereas the fluorous byproducts remained adsorbed on the fluorous silica gel and were eluted with hexane. Using this reaction sequence the concept of fluorous silica gel extraction has been proved; future uses will demonstrate its applicability.

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