ORGN 686 |
| 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 either 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 or C-N bond formation to generate tetrahydrofuran, tetrahydropyran, butyrolactone and lactam functionality. The current scope, limitations and a mechanistic postulate for this process will be presented.
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New Reactions and Methodology
1:00 PM-5:00 PM, Wednesday, 13 September 2006 Moscone Center -- Room 133, Oral
Division of Organic Chemistry |
