Tf2o/Tfoh Catalytic Glycosylation Using O-(P-Methoxyphenylethynyl)Benzyl Glycosides As Donors and Its Application in Synthesis of Oligosaccharides

A catalytic glycosylation protocol was established using Tf2O or TfOH as catalyst and o-(p-methoxyphe-nylethynyl)benzyl (MPEB) glycosides as donors. The MPEB donors are stable and readily prepared from inexpensive starting material. The donors were activated by 10 mol% Tf2O or TfOH and coupled with var-ious acceptors to provide desired glycosides in modest to good yield. This glycosylation protocol was fur-ther applied to the synthesis of linear hexamannose via 'latent-active' strategies.(c) 2023 Elsevier Ltd. All rights reserved.