ORGN 669 |
| The de novo asymmetric syntheses of the natural product anthrax tetrasaccharide and analogues have been developed in 25 steps from acylfuran (longest linear). The stereochemistry of rhamnose trisaccharide was installed by the Noyori reduction, diastereoselective palladium catalyzed glycosylation, Luche reduction and dihydroxylation. Whereas, the anthrose sugar required a palladium catalyzed azide allylation and a triflate inversion in addition to Luche reduction and dihydroxylation to set the gluco-stereochemistry. Our successful effort toward the tetrasaccharide will be presented along with current studies.
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Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Wednesday, August 22, 2007 BCEC -- 258A, Oral
Division of Organic Chemistry |
