Organic Letters · 2000 · 44 citations · 28 references
Natural SciencesChemistryCatalysisOrganic ChemistryCatalytic MechanismsCross-coupling ReactionsOrganic SynthesisAqueous Reaction MediaPalladium CatalystsPalladium-catalyzed Cross-coupling
[reaction: see text] Highly regio- and stereoselective allylation of aldehydes by allenes proceeds smoothly in aqueous/organic media in the presence of PdCl(2)(PPh(3))(2), HCl, and SnCl(2). The reaction likely occurs via hydrostannylation of allenes and allylation of aldehydes by the in situ generated allyltrichlorotins to afford the final products.
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