ORGN 524 |
| Synthetic studies toward the total synthesis of the potent acetylcholine esterase inhibitor galanthamine (1) are described. The key step involves the application of our tandem [2+2] aryne cycloaddition-rearrangement sequence to generate the key tricyclic core (4). Subsequent ring expansion via a highly regioselective Beckmann rearrangement provides the seven-membered heterocycle (3). Ring-closing metathesis strategies for the construction of the cyclohexenoid unit and completion of the total synthesis will be presented.
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Heterocycles, Aromatics, Metal-Mediated Reactions and Syntheses, Materials, Devices, and Switches
8:00 PM-10:00 PM, Wednesday, 29 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Sci-Mix
Division of Organic Chemistry |
