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Beilstein J. Org. Chem. 2023, 19, 1021–1027, doi:10.3762/bjoc.19.78
Graphical Abstract
Figure 1: Structure of cyclodextrins 1–6 studied in this work.
Figure 2: X-ray crystal structure of CO2 bound to α-CD.
Figure 3: TGA curve (blue) and dTGA curve (red) for CO2-1 crystals. Two lumps are seen with the former predom...
Figure 4: Cell used to measure vis spectra under pressure (left), structure of 7 (middle) and spectrum of 7 (...
Figure 5: Binding of CO2 to 1 as a function of pressure.
Beilstein J. Org. Chem. 2022, 18, 1553–1559, doi:10.3762/bjoc.18.165
Figure 1: Structure of α-cyclodextrins 1–10.
Scheme 1: The reaction of perbenzylated α-cyclodextrin with iBu2AlH.
Beilstein J. Org. Chem. 2017, 13, 93–105, doi:10.3762/bjoc.13.12
Figure 1: Silicon-protective groups typically used in carbohydrate chemistry.
Scheme 1: Glycosylation with sulfoxide 1.
Scheme 2: Glycosylation with imidate 4.
Scheme 3: Glycosylation with thioglycoside 7.
Scheme 4: In situ formation of a silylated lactosyl iodide for the synthesis of α-lactosylceramide.
Figure 2: Comparison of the reactivity of glycosyl donors with the pKa of the corresponding piperidinium ions....
Figure 3: Conformational change induced by bulky vicinal protective groups such as TBS, TIPS and TBDPS. The v...
Scheme 5: An example of a “one pot one addition” glycosylation, where 3 glucosyl donors are mixed with 2.1 eq...
Scheme 6: Superarmed-armed glycosylation with thioglycoside 34.
Scheme 7: One-pot double glycosylation with the conformationally armed thioglycoside 37.
Scheme 8: Superarmed-armed glycosylation with thioglycoside 41.
Figure 4: Donors disarmed by the di-tert-butylsilylene protective group.
Figure 5: The influence of a 3,6-O-tethering on anomeric reactivity and glycosylation selectivity. The α-thio...
Scheme 9: Regio- and stereoselective glycosylation using the superarmed thioglycoside donor 20.
Scheme 10: Superarmed donors used for C-arylation and the dependence of the size of the silylethers on the ste...
Scheme 11: β-Selective glucosylation with TIPS-protected glucosyl donors. The α-face is shielded by the bulky ...
Scheme 12: β-Selective rhamnosylation with a conformationally inverted donor.
Scheme 13: α-Selective galactosylation with DTBS-protected galactosyl donors.
Scheme 14: β-Selective arabinofuranosylation with a DTBS-protected donor.
Scheme 15: α-Selective glycosylation with a TIPDS-protected glucal donor.
Scheme 16: Highly β-selective glucuronylation using a 2,4-DTBS-tethered donor.