A facile one-pot procedure for the transformation of acetonides into diacetates catalyzed with Bi(OTf)3•xH2O

The transformation of acetonides into the corresponding diacetates is often required in the synthetic chemistry. An efficient procedure for direct conversion of acetonides into diacetates in the presence of Bi(OTf)(3)center dot xH(2)O under mild conditions has been developed. Primary hydroxyl-acetonides could be selectively transformed into diacetates in the presence of anomeric acetonides and the anomeric acetonides could be tunably converted into 2-acetoxyisopropyl or diacetate groups. (c) 2008 Elsevier Ltd. All rights reserved.