Fluorous allylstannanes

D. P. Curran, s. Hadida, M. He, Thermal Allylations of Aldehydes with a Fluorous Allylstannane. Separation of Organic and Fluorous Products by Solid Phase Extraction with Fluorous Reverse Phase Silica Gel , /. Org. Chem. 1997, 62, 6715. 

A number of modifications of the structure of the allylstannane have been prepared with the aim of facilitating the removal of tin from the product. These include Curran s fluorous allylstannane (see Section 3.14.04.1), Pereyre s monoallylstannane AllylXSn[N(TMS)2]2 (Equation (92) above),258 allylstannanes with a polar (oligoethylene oxide) tail (e.g., 23 and 24), and the allylstannyl group bonded to a soluble or insoluble (cross-linked) polystyrene. The reaction using the allylstannane bonded to a soluble, uncross-linked, polystyrene resin occurs about 100 times faster than that on the cross-linked, insoluble resin, and the polymer can be recovered by recrystallization from methanol. 

Curran, D.P, Hadida, S. and He, M., Thermal allylation of aldehydes with fluorous allylstannane. Separation of organic and fluorous products by solid phase extraction with fluorous reverse phase silica gel, J. Org. Chem., 62 (1997) 6714-6715. 

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