Stille cross-coupling of activated alkyltin reagents under "ligandless" conditions.
Monoalkyltins activated by a fluoride source are shown to be as reactive as their vinyl or aryl homologues in the Stille coupling reaction, thus providing an easy entry into the pallado-catalyzed formation of Csp3-Csp2 bonds. In addition to this uncommon reactivity, this methodology holds several advantages such as (i) a quantitative preparation of stable and easy to handle alkyltin reagents 2, (ii) a simplified coupling procedure without any phosphine added ligand under neutral conditions, and (iii) a facile purification step of the organic products from the inorganic nontoxic tin byproducts.
Herve
Agnes
A
Laboratoire de Chimie Organique et Organométallique, UMR5802, Université Bordeaux1, 351, Cours de la Libération, 33405 Talence Cedex, France.
Rodriguez
Alain L
AL
Fouquet
Eric
E
D002384:Catalysis; D006838:Hydrocarbons / Q000138:chemical synthesis*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D008024:Ligands; D008968:Molecular Conformation; D009947:Organotin Compounds / Q000737:chemistry*
D006838:Hydrocarbons; D006846:Hydrocarbons, Halogenated; D008024:Ligands; D009947:Organotin Compounds