✍ Scribed by Schmid, Uschi ;Waldmann, Herbert
No coin nor oath required. For personal study only.
Glycosyl phosphates, imidates, trifluoroacetates, chlorides, and bromides are converted into the respective glycosyl iodides by treatment with LiI or NaI in 1 M solutions of LiClO~4~ in CH~2~Cl~2~. Under these neutral conditions the reactive glycosyl iodides are activated, and react with different glycosyl acceptors to give O‐glycosides in moderate yields, with the α‐anomers predominating. The glycosylation reactions most probably proceed by the initial formation of β‐configured glycosyl iodides from the α‐configured precursors, and subsequent attack of the glycosyl acceptor on the equatorial iodide from the axial direction.
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