J. Thibonnet et al., CONVENIENT METHOD FOR THE TEMPORARY PROTECTION OF CARBOXYLIC-ACIDS USING TRIBUTYLTIN HYDRIDE OR TRIBUTYLTIN METHOXIDE - SCOPE AND LIMITATIONS, Silicon, germanium, tin and lead compounds, 20(3), 1997, pp. 195-203
Numerous acids have been protected as tributyltin esters using tributy
ltin hydride or tributyltin methoxide. Protection with tributyltin hyd
ride was found limited when the use of tributyltin methoxide affords s
tannylesters in quantitative yield. Deprotection step proceeds in good
yields using potassium fluoride followed by a slightly acidic solutio
n. This protection have been successfully applied in Stille cross-coup
ling reactions between vinyltributyltins and vinyl iodide bearing a pr
otected carboxylic function.