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Palladium Pincer Complex-Catalyzed Allylic Stannylation with Hexaalkylditin Reagents

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journal contribution
posted on 27.05.2004 by Olov A. Wallner, Kálmán J. Szabó
Palladium pincer complex (1)-catalyzed stannylation of allyl chloride, phosphonate, and epoxide substrates (4ah) could be performed with hexaalkylditin reagents (3) under mild neutral reaction conditions. This catalytic reaction proceeds via palladium(II) intermediates without involvement of allyl−palladium complexes, and therefore the allylstannane product does not interfere with the palladium catalyst. Use of a combined catalytic system (1 + 2) allowed the development of an effective one-pot procedure for allylation of aldehyde and imine electrophiles.