3 article(s) from Pedersen, Christian Marcus
- Full Research Paper
- Published 17 Nov 2020
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Figure 1: a) The carbohydrate-based building block for the synthesis of stimuli-responsive surfactants. b) Th...
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Scheme 1: Synthesis of 5 from levoglucosan (1).
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Scheme 2: Functionalization of the building block 5β.
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Scheme 3: Hydrolysis of the ethyl esters 12 and 13.
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Scheme 4: Synthesis of compound 19 from building block 5.
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Figure 2: 1H NMR titration of compound 19 with Zn2+ ions in acetonitrile-d3.
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Figure 3: (1) 1:1 Mixture of 1-octanol/H2O, (2) same solvent mixture with compound 19, and (3) same solvent m...
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- Full Research Paper
- Published 08 Nov 2018
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Scheme 1: Undesired migration followed by benzylation of the 3-O-Bz GalN3 using several different benzylation...
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Scheme 2: Simple synthesis of two acceptors and two donors from the same common and readily available buildin...
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Scheme 3: Challenging the α,3-O-selectivity with the different 6-O-protecting group variants.
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Scheme 4: Representative glycosylations with closely related systems [34,44].
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Scheme 5: Capping the free 4-OH, allowing for easier separation of mixtures obtained during glycosylation.
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Scheme 6: Pseudotrisaccharide synthesis for LTA elucidation.
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Supp. Info
- Review
- Published 16 Jan 2017
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Figure 1: Silicon-protective groups typically used in carbohydrate chemistry.
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Scheme 1: Glycosylation with sulfoxide 1.
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Scheme 2: Glycosylation with imidate 4.
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Scheme 3: Glycosylation with thioglycoside 7.
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Scheme 4: In situ formation of a silylated lactosyl iodide for the synthesis of α-lactosylceramide.
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Figure 2: Comparison of the reactivity of glycosyl donors with the pKa of the corresponding piperidinium ions....
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Figure 3: Conformational change induced by bulky vicinal protective groups such as TBS, TIPS and TBDPS. The v...
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Scheme 5: An example of a “one pot one addition” glycosylation, where 3 glucosyl donors are mixed with 2.1 eq...
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Scheme 6: Superarmed-armed glycosylation with thioglycoside 34.
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Scheme 7: One-pot double glycosylation with the conformationally armed thioglycoside 37.
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Scheme 8: Superarmed-armed glycosylation with thioglycoside 41.
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Figure 4: Donors disarmed by the di-tert-butylsilylene protective group.
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Figure 5: The influence of a 3,6-O-tethering on anomeric reactivity and glycosylation selectivity. The α-thio...
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Scheme 9: Regio- and stereoselective glycosylation using the superarmed thioglycoside donor 20.
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Scheme 10: Superarmed donors used for C-arylation and the dependence of the size of the silylethers on the ste...
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Scheme 11: β-Selective glucosylation with TIPS-protected glucosyl donors. The α-face is shielded by the bulky ...
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Scheme 12: β-Selective rhamnosylation with a conformationally inverted donor.
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Scheme 13: α-Selective galactosylation with DTBS-protected galactosyl donors.
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Scheme 14: β-Selective arabinofuranosylation with a DTBS-protected donor.
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Scheme 15: α-Selective glycosylation with a TIPDS-protected glucal donor.
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Scheme 16: Highly β-selective glucuronylation using a 2,4-DTBS-tethered donor.
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