Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 5, Pages 1953-1956Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo047907q
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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 Csp(3)-Csp(2) 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.
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