Trimethyl(vinyl)stannanes undergo a rapid tin-lead exchange with lead tetraacetate to give high yields of unstable vinyllead triacetates. Solutions of vinyllead triacetates produced in this way react with soft carbon nucleophiles such as β-dicarbonyl compounds and nitronate salts to give moderate to good yields of C-vinylated products. The method is more economical in terms of vinyl group incorporation than previously reported vinylations by vinyllead triacetates. An even faster tin-lead exchange has been observed when trimethyl(vinyl)stannanes are treated with lead tetrabenzoate, and vinylations with this reagent proceeded in significantly higher yields.
|Number of pages||5|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|Publication status||Published - 1992|