Regioselective Monoacylation of Some Glycopyranosides via Cyclic Tin Intermediates

摘要: Selective mono-benzoylation of some pento- and hexo-pyranosides (Me β-L-Ara, Ph α-L-Ara, Me α-D-Xyl, β-D-Xyl, α-D-Glc, β-D-Glc, α-D-Gal, β-D-Gal, α-D-Man) by using Bu2SnO was examined in comparison with the results (Bu3Sn)2-O method direct benzoylation. The is particularly useful that it selectively activates an equatorial hydroxyl group which bears oxygenated function (OH or OMe) a cis relationship at adjacent position, even presence more reactive primary OH group. various mono- di-O-benzoyl derivatives prepared this work were unambiguously identified analysis their 13C-nuclear magnetic resonance spectra.