A mild, efficient, and selective procedure for transprotection of acetonides to acetates catalyzed with HClO4-SiO2

作者:Liu Hai Xia; Wu Qin Pei*; Shu Yi Nan; Chen Xi; Xi Xiao Dong; Du Ti Jian; Zhang Qing Shan
来源:Carbohydrate Research, 2009, 344(17): 2342-2348.
DOI:10.1016/j.carres.2009.08.035

摘要

The transformation of acetonides into acetates is frequently required in synthetic chemistry. An efficient procedure for direct conversion of acetonides into acetates in the presence of HClO4-SiO2 under mild conditions was developed. The acetonides of primary hydroxy groups are directly converted to diacetates, and the anomeric acetonides of furanosides are stereoselectively transformed into the corresponding acetyl beta-D-furanosides with a 2-acetoxyisopropyl group.