Journal
ORGANIC LETTERS
Volume 5, Issue 23, Pages 4365-4368Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol035733d
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A new approach toward the synthesis of lactose-based S-linked sialylmimetics of alpha(2,3)-linked sialosides is described. These compounds, represented by the general structure 3, were prepared from methyl beta-D-lactoside in 11 steps. It was found that the choice of protecting group was crucial to allow the efficient introduction of sulfur at the 3-position of the galactose ring.
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