A dramatic enhancement of the reactivity of the C4- and C8-hydroxy groups of sialic acid has been demonstrated by 1,5-lactam bridging. Sialyl-α(2→4)sialoside and sialyl-α(2→8)sialoside were made available in high yields through direct sialylation (see scheme). Furthermore, the glycan parts of the new gangliosides Hp-s6 and HLG-2 were synthesized for the first time.
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Ando et al. (2005) studied this question.
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