ORGN 174 |
| Shannon S. Stahl, Jodie L. Brice, and Shannon R. Fix. Department of Chemistry, University of Wisconsin-Madison, 1101 University Ave., Madison, WI 53706 |
| Aerobic oxidative amination of olefins with pendent nitrogen nucleophiles to form 5-membered heterocycles is accomplished with a catalyst system consisting of Pd(OAc)2:pyridine (1:2) under 1 atm of molecular oxygen. This system is effective in a variety of solvents, and turnover numbers of up to 250-300 have been achieved. This methodology is applied as a key step in the divergent total syntheses of proline-derived natural products (-)-(α)-kainic acid and (+)-(α)-allokainic acid. |
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Heterocycles and Aromatics
8:00 AM-12:00 PM, Monday, March 29, 2004 Anaheim Convention Center -- 303D, Oral
Division of Organic Chemistry |
