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Beilstein J. Org. Chem. 2011, 7, 369–377, doi:10.3762/bjoc.7.47
Graphical Abstract
Scheme 1: Indicative topology model for the biosynthesis of the glycophospholipids PIMs, LM and LAM in mycoba...
Figure 1: Chemical structures of (A) a representative PIM, AcPIM5 and (B) a mannan fragment of LM from mycoba...
Figure 2: Target di- and trisaccharide glycoconjugate fragments of PIMs and LM.
Scheme 2: Synthesis of azidooctyl alcohol 14 and diol 15.
Scheme 3: Synthesis of mannosyl donors 16 and 17.
Figure 3: ORTEP plot of single crystal X-ray determination of (7S)-18. Thermal ellipsoids denote 20% electron...
Scheme 4: Synthesis of disaccharide 1 and trisaccharide 2.
Scheme 5: Synthesis of trisaccharide 3.
Scheme 6: Synthesis of trisaccharide 4.
Scheme 7: Synthesis of glycoconjugates 5–7 and 8–10.