ORGN 533 |
| α-Amino ketones represent an important class of organic compounds due to their application to medicinal chemistry. The pharmacological activity of derivatives of these compounds includes analgesics, renin inhibitors, anticonvulsants as well as antidepressants. Chemo and regio-selective cyclization of a wide variety of α-amino ketones yield heterocycles which are seen in a vast number of biologically active molecules. Additionally, amino alcohols derived from α-amino ketones have found utility as chiral auxiliaries and have also been shown to possess chemotherapeutic properties. An intramolecular migration of an acyl group from an amide nitrogen to an α-carbon yields a facile approach to α-amino ketones. This work elucidates the base dependence and structural motifs that are required to generate this rearrangement.
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New Reactions and Methodology, Heterocycles and Aromatics, Bioorganic Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |