ORGN 634 |
Aromatic annulations via isocyanides
| Sylvie M. Asselin and Jeffrey D Winkler. Department of Chemistry, University of Pennsylvania, 231 S. 34th St., Philadelphia, PA 19104 |
| The reactions using isocyanides, most commonly seen in multicomponent reactions such as the Ügi reaction, offer rapid entry to complex ring systems from simple starting materials. We sought to extend this methodology to the synthesis of the core of Nakadomarin A by attempting a [4+1] cyclization between 2-furyl-cyclohexenone and methylisocyanide. Early investigations led to the discovery of a novel unexpected tricyclic 1:2 adduct. Progress on the scope and limitations of the synthesis of these novel ring systems, including variations in the starting enone, the intramolecular intercepting nucleophile, and the isocyanide, will be presented. 
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New Reactions, Methodology, Heterocycles, Aromatics
8:00 PM-10:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- Hall D, Poster
Sci-Mix
8:00 PM-10:00 PM, Monday, August 23, 2004 Pennsylvania Convention Center -- Hall D, Sci-Mix
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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