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Beilstein J. Org. Chem. 2020, 16, 1700–1705, doi:10.3762/bjoc.16.141
Graphical Abstract
Figure 1: Structure of the synthesized tetrasaccharide and its synthetic intermediates.
Scheme 1: Stepwise stereoselective synthesis of tetrasaccharide 1. Reagents and conditions: (a) NIS, HClO4-SiO...
Scheme 2: Iterative stereoselective three-step one-pot glycosylation. Reaction conditions: (a) NIS, HClO4-SiO2...
Beilstein J. Org. Chem. 2020, 16, 106–110, doi:10.3762/bjoc.16.12
Figure 1: Structure of the pentasaccharide repeating unit corresponding to the cell wall O-antigen of Escheri...
Scheme 1: (a) NIS, HClO4/SiO2, MS 4 Å, CH2Cl2, −45 °C, 1 h, 79%; (b) 0.1 M CH3ONa, CH3OH, room temperature, 2...
Scheme 2: (a) HClO4/SiO2, CH2Cl2, −10 °C, 1 h, 76%.
Scheme 3: (a) NIS, HClO4/SiO2, MS 4 Å, CH2Cl2, −40 °C, 1 h, 22%.
Scheme 4: (a) NIS, HClO4/SiO2, MS 4 Å, CH2Cl2, −45 °C, 1 h, 74%; (b) BnBr, NaOH, TBAB, THF, room temperature,...
Beilstein J. Org. Chem. 2019, 15, 431–436, doi:10.3762/bjoc.15.37
Figure 1: Structure of the synthesized pentasaccharide corresponding to the repeating unit of the biofilms pr...
Scheme 1: Reagents and conditions: (a) i: Bu2SnO, CH3OH, 80 °C, 2 h; ii: allyl bromide, CsF, DMF, 65 °C, 6 h;...
Scheme 2: Reagents and conditions: (a) Benzoyl chloride, pyridine, 0 °C, 3 h, 75%; (b) Tf2O, BSP, TTBP, CH2Cl2...
Scheme 3: Reagents and conditions: (a) TMSOTf, CH2Cl2, −10 °C, 30 min, 45%; (b) NIS, TMSOTf, MS 4 Å, CH2Cl2, ...
Scheme 4: Reagents and conditions: (a) NIS, TMSOTf, MS 4 Å, CH2Cl2, −50 °C, 2 h, 70%; (b) benzyl bromide, NaO...