A Sakurai-Prins-Ritter reaction sequence for the diastereoselective synthesis of 4-amidotetrahydropyrans catalyzed by bismuth triflate

The synthesis of 4-amidotetrahydropyrans has been achieved by a single-step Sakurai-Prins-Ritter reaction sequence in a domino fashion by the reaction of an aldehyde and allyltrimethylsilane in acetonitrile using Bi(OTf)(3) as catalyst. The present synthesis is highly efficient and diastereoselective. (C) 2008 Elsevier Ltd. All rights reserved.