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Beilstein J. Org. Chem. 2019, 15, 2458–2464, doi:10.3762/bjoc.15.238
Graphical Abstract
Scheme 1: Indium-mediated allylation of melibiose (1).
Scheme 2: Diastereomeric ratio of allylation; R = per-O-Ac-α-Gal.
Figure 1: X-ray analysis of the main C-allylation product 2-syn [CCDC 1922520].
Scheme 3: Reaction scheme of the ozonolysis sequence.
Scheme 4: Ozonolysis sequence for the syn-product.
Figure 2: Structures of the main products 5-syn-β and 5-anti-β.
Beilstein J. Org. Chem. 2014, 10, 2230–2234, doi:10.3762/bjoc.10.231
Scheme 1: Functionalization of carbohydrates; reagents and conditions: (a) In, allyl bromide, EtOH/H2O, ultra...
Scheme 2: Deprotection sequence; reagents and conditions: (a): HCl/MeOH, rt, 16–24 h, then MeOH, CH2Cl2, O3, ...
Beilstein J. Org. Chem. 2012, 8, 448–455, doi:10.3762/bjoc.8.51
Figure 1: Schematic diagram of the network of hydrogen bonds in the binding pocket of the complex between MBP...
Figure 2: 2-19F-Maltose reporter system: Nonstereoselective fluorine labeling at the 2-position of maltose le...
Scheme 1: Syntheses of maltose derivatives; reagents and conditions: (a) Ac2O, Pyr, 97%; (b) HBr, AcOH, 99%; ...
Scheme 2: Synthesis of the maltose- and galacto-type derivatives; reagents and conditions: (a) TBDMS-Cl, imid...
Figure 3: 1-D 19F NMR: Experimental demonstration of differential binding of gluco- and manno-type 2-F-labele...
Figure 4: 19F NMR expansion (of Figure 3) of the gluco-type region of the 2-F-maltose reporter system.
Figure 5: Competitive titration with the 2-F-maltose reporter system and 19F NMR: only the important section ...