A mild, efficient, and selective procedure for transprotection of acetonides to acetates catalyzed with HClO4-SiO2.
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 HClO(4)-SiO(2) 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.
Liu
Hai-Xia
HX
Department of Applied Chemistry and Pharmacy, Beijing Institute of Technology, Beijing 100081, China.
Wu
Qin-Pei
QP
Shu
Yi-Nan
YN
Chen
Xi
X
Xi
Xiao-Dong
XD
Du
Ti-Jian
TJ
Zhang
Qing-Shan
QS
D000080:Acetals / Q000737:chemistry; D000085:Acetates / Q000138:chemical synthesis* / Q000737:chemistry; D000096:Acetone / Q000031:analogs & derivatives* / Q000737:chemistry; D002384:Catalysis; D010472:Perchlorates / Q000737:chemistry; D012822:Silicon Dioxide / Q000737:chemistry
D000080:Acetals; D000085:Acetates; D010472:Perchlorates; D000096:Acetone; D012822:Silicon Dioxide