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.
Department of Applied Chemistry and Pharmacy, Beijing Institute of Technology, Beijing 100081, China.
Hai-Xia
HX
Liu
Qin-Pei
QP
Wu
Yi-Nan
YN
Shu
Xi
X
Chen
Xiao-Dong
XD
Xi
Ti-Jian
TJ
Du
Qing-Shan
QS
Zhang
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