CONVENIENT METHOD FOR THE TEMPORARY PROTECTION OF CARBOXYLIC-ACIDS USING TRIBUTYLTIN HYDRIDE OR TRIBUTYLTIN METHOXIDE - SCOPE AND LIMITATIONS

Citation
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
Citations number
43
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
ISSN journal
07921241
Volume
20
Issue
3
Year of publication
1997
Pages
195 - 203
Database
ISI
SICI code
0792-1241(1997)20:3<195:CMFTTP>2.0.ZU;2-C
Abstract
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.