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Beilstein J. Org. Chem. 2013, 9, 1807–1812, doi:10.3762/bjoc.9.210
Graphical Abstract
Figure 1: Structures of iso-fatty acids.
Scheme 1: Synthesis of iso-C12 1, iso-C13 2, and iso-C14 3 fatty acids from methyl undecylenate (9). Reagents...
Scheme 2: Synthesis of iso-C15 4, iso-C16 5, and iso-C17 6 fatty acids from pentadecanolide (15). Reagents an...
Scheme 3: Synthesis of iso-C18 7 and iso-C19 8 fatty acids from hexadecanolide 23. Reagents and conditions: (...
Scheme 4: Synthesis of (A) 2-methyl- and 2-hydroxy-iso-fatty acids 30 and 32, and (B) the ketone 33. Reagents...
Beilstein J. Org. Chem. 2011, 7, 369–377, doi:10.3762/bjoc.7.47
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.