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Beilstein J. Org. Chem. 2019, 15, 2982–2989, doi:10.3762/bjoc.15.294
Graphical Abstract
Figure 1: Studied glycosyl acceptors and donors.
Scheme 1: Synthesis of glycosyl acceptors 1α/β and 2α/β. a) BzCl, pyridine, 0 °C, 2 h; b) BF3·OEt2, MeOH, CH2...
Scheme 2: Glycosylation of D-Galp acceptors 1α/β and 2α/β using trichloroacetimidate donors 3 and 4.
Scheme 3: Glycosylation of acceptors 1α/β using galactofuranosyl iodide 5 as donor.
Figure 2: Model Galp 3,4-diol acceptors and data obtained with B3LYP.
Beilstein J. Org. Chem. 2014, 10, 1651–1656, doi:10.3762/bjoc.10.172
Figure 1: Possible 1,6-anydro derivatives for D-galactose.
Scheme 1: Reported synthesis of 1,6-anhydro-α-D-galactofuranose [16,17].
Figure 2: Examples of glycobiological tools synthesized from compound 5 [29-31].
Scheme 2: D-Galactofuranosylation by the glycosyl iodide method [32-35].
Scheme 3: Synthesis of 1,6-anhydro-α-D-galactofuranose from per-O-tert-butyldimethylsilyl-D-Galf.
Figure 3: Furanosic derivatives with free primary hydroxy group.
Beilstein J. Org. Chem. 2012, 8, 2142–2148, doi:10.3762/bjoc.8.241
Figure 1: Repeating unit of varianose.
Scheme 1: Synthesis of key intermediate α-2-O-(2,3,4,6-tetra-O-benzyl-α-D-Glcp)-3,5,6-tri-O-benzoyl-α,β-D-Galf...
Figure 2: HPAEC-PAD analysis of disaccharide α-D-Glcp(1→2)-D-Gal (1) obtained by hydrolysis of varianose and ...