ORGN 17 |
The coupling of a electron rich aromatic ring-substituted alkynylbenzaldehydes or the corresponding benzoyl ketones with gamma,delta-unsaturated carbene complexes has been examined. The reaction pathway is affected by the electron density at the benzene ring. Electron rich systems afford dihydrophenanthrenes via a p-quinone methide intermediate. This reaction has been employed as the cornerstone for a total synthesis of the anticancer agent antofine.
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Heterocycles and Aromatics
8:00 AM-12:00 PM, Sunday, 13 March 2005 Convention Center -- Room 11A, Oral
Division of Organic Chemistry |