CHED 349 |
| Alexine and related alkaloids that are structurally similar to sugars are attractive as targets for total synthesis because many have demonstrated the ability to inhibit glycosidases. In efforts directed toward synthesizing certain natural and unnatural pyrrolizidine alkaloids, we are employing a stereoselective aza-Cope reaction—Mannich cyclization to construct the bicyclic core and install as many as three contiguous stereocenters. One limitation of the aza-Cope—Mannich reaction is that it typically requires long reaction times. In our laboratory we have been addressing this issue by investigating the use of microwave energy as a means to accelerate the reaction. Synthesis of the second generation of reaction precursors, efforts toward optimizing the conditions of the microwave-assisted aza-Cope—Mannich reaction, and stereoselectivity in the reaction will be discussed. |
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Division of Chemical Education |