Beilstein J. Org. Chem.2008,4, No. 36, doi:10.3762/bjoc.4.36
, particularly palladium catalyzed cross coupling reactions, including Kumada, Negishi, and Suzuki processes which can be used to append aromatic rings onto the molecule [30][31]. Therefore, 3b was treated with N-bromosuccinimide (NBS) in methyl ethyl ketone (MEK) [32] to give the bromide 4 in 87% yield
Beilstein J. Org. Chem.2008,4, No. 30, doi:10.3762/bjoc.4.30
was deacetylated and treated with N-bromosuccinimide and triphenylphosphine in DMF according to Hanessian's procedure [19] followed by reacetylation of the OH-groups with acetic anhydride in pyridine to afford 2-propynyl 6-bromo-6-deoxy-2,3,4-tri-O-acetyl-β-D-glucopyranoside (3a'') in 60% yield. Next
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Graphical Abstract
Figure 1:
Schematic representation of glycosylated building blocks for the combinatorial synthesis of glycope...