4.8 Article

Stille couplings catalytic in tin: A Sn-F approach

Journal

ORGANIC LETTERS
Volume 3, Issue 26, Pages 4173-4176

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol016792z

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Funding

  1. NHLBI NIH HHS [HL-58114] Funding Source: Medline

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[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.

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