Efficient Synthesis of β‐Glycosphingolipids by Reaction of Stannylceramides with Glycosyl Iodides Promoted by TBAI/AW 300 Molecular Sieves
TBAI and acid-washed molecular sieves efficiently promoted the glycosylation of stannylceramides with glycosyl iodides. This direct glycosylation reaction reduces the overall number of synthetic steps and provides rapid access to β-glycosphingolipids such as GalCer, β-lactosylceramide, and iGB3 in good yield and with complete chemo- and stereoselectivity. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009).