Abstract
| - The decomposition of β-amidozinc reagent 4 by β-elimination has been shown to be a unimolecularprocess in both THF and DMF as solvent, with relative rates of 4:1 at room temperature, andactivation parameters have been determined. These results indicate the β-elimination is a syn-process. NMR experiments reveal that as little as 2 equiv of DMF can have a significant stabilizinginfluence on reagent 4. Use of a mixture of DMA and toluene as the bulk solvent, in place of DMF,has allowed successful palladium-catalyzed cross-coupling reactions of both 4 and the homologousreagent 5 with acid chlorides to yield unsymmetrical ketones (nine examples).
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