Abstract
Iron(II) halides promoted intramolecular alkene amidation in a C3–allal azidoformate. In the presence of alcohols, one-pot β-glycosylation followed. Without added alcohol, amidochlorination occurred using FeCl 2, providing an anomeric mixture of glycosyl chlorides which could be used in subsequent silver ion-mediated couplings. A 2-amido glycosyl chloride with a nitrogen-bound iron center is proposed as the glycosylating agent for the in situ amidoglycosylations with FeCl 2.
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