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Beilstein J. Org. Chem. 2018, 14, 2805–2811, doi:10.3762/bjoc.14.258
Graphical Abstract
Scheme 1: Undesired migration followed by benzylation of the 3-O-Bz GalN3 using several different benzylation...
Scheme 2: Simple synthesis of two acceptors and two donors from the same common and readily available buildin...
Scheme 3: Challenging the α,3-O-selectivity with the different 6-O-protecting group variants.
Scheme 4: Representative glycosylations with closely related systems [34,44].
Scheme 5: Capping the free 4-OH, allowing for easier separation of mixtures obtained during glycosylation.
Scheme 6: Pseudotrisaccharide synthesis for LTA elucidation.
Beilstein J. Org. Chem. 2017, 13, 988–994, doi:10.3762/bjoc.13.98
Figure 1: DHβE and related structures. The Ki values of the compounds at the rat α4β2 nAChR subtype determine...
Scheme 1: First strategy towards the CD fragment (Ts-strategy). i) TsCl, TEA, DCM, 0 °C. ii) NaH, DMF, 0 °C, ...
Scheme 2: First strategy towards the CD fragment (Cbz-strategy). i) R-Cl, TEA, CH2Cl2, 0 °C. ii) NaH, DMF, 0 ...
Scheme 3: Second strategy towards the CD fragment. i) 4-Bromobut-1-ene, K2CO3, acetone, 70 °C. ii) n-BuLi, TH...
Figure 2: The binding affinities of compounds 9 and 26 at the rat α4β2 nAChR. a) The AB fragment was evaluate...