A Simple Method for the Removal of Organotin Residues from Acetates and a Homoallylic Alcohol Prepared from Organostannane Reagents: Column Chromatography Using 10%-Moist SiO₂

Scalable Sn-Catalyzed Regioselective Allylation of 1-Methyl-l-α-rhamnopyranoside

“…While column chromatographic purification successfully afforded the desired product in 82% yield with nondetectable residual Sn on a 50 g scale reaction, it is desirable to develop a scalable isolation/purification process that circumvents the need for column chromatographic purification on large scale. Over the years many research groups have reported methods for the removal of residual organotin; − however, most of them still require the use of column chromatographic purification. During our research we opted to take advantage of the solubility difference between the desired product and other components, including organotin species, in the reaction matrix.…”