Stille couplings catalytic in tin: A Sn-F approach

[GRAPHICS] A new tin recycling method for Stille couplings catalytic in tin is reported. PMHS made hypercoordinate by KF(aq) allows Me3SnH to be efficiently recycled during a Pd(0)-catalyzed hydrostannation/Stille cascade. Relative to previously disclosed protocols, reaction times are shorter and because this process is believed to proceed through a Me3SnF intermediate the hazards and problems associated with trimethyltins are also diminished.