ORGN 529 |
| Manganese(III) acetate mediated oxidative free radical cyclisations have emerged as a powerful synthetic method for the construction of polycyclic systems. In general termination of these reactions is accomplished by hydrogen atom abstraction generating alkane functionality or, when copper(II) acetate is present, beta-hydrogen abstraction generating alkene functionality. We have discovered that the use of copper(II) salts which are dissociated from their ligands in solution enables termination via intramolecular C-O bond formation generating tetrahydrofuran, tetrahydropyran, and butyrolactone functionality, the current scope and limitations of this novel process will be presented.
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New Reactions, Methodology, Total Synthesis, Physical Organic Chemistry
8:00 PM-10:00 PM, Tuesday, 15 March 2005 Convention Center -- Sails Pavilion, Poster
Sci-Mix
Division of Organic Chemistry |
