ORGN 26 |
| Enolizable vinyl quinones and vinyl quinone imides are versatile precursors of heterocyclic compounds. Thermal reaction conditions in the presence of polar additives yield six-membered heterocycles whereas photochemical conditions selectively provide five-membered ring products. Application of the presented annulation methodologies to the synthesis of a variety of heterocycles (pyrans, furans, indoles and quinolines) as well as in total synthesis will be discussed. In addition, a remarkable efficient one-pot, three-step protocol that directly provides 2H-chromenes from the reaction of (halo)quinones with vinylstannanes will be presented.
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Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Sunday, 28 August 2005 Washington DC Convention Center -- 202B, Oral
Division of Organic Chemistry |
