ORGN 75 |
| Sultams (cyclic sulfonamides) although not found in nature, have shown potent biological activity. Our efforts towards the development of an array of diverse sultam (cyclic sulfonamides) skeletons derived from beta-keto sultams are presented. This strategy employs a Dieckman-type cyclization to synthesize a number of core beta-keto sultams. The core sultam was generated via the sulfonylation of a variety of amino esters followed by a one-pot, sequential N-alkylation and Dieckman cyclization. The chemistry of the core sultam was then probed with reduction, Wittig reactions, Knoevenagel condensations, Michael additions and Robinson annulations to yield a number of skeletally different sultams. Further investigation of the chemistry of the core scaffold is being probed for its chemistry toward building structurally different motifs. |
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Physical Organic Chemistry, Combinatorial and Process Chemistry, New Reactions and Methodology, Peptides, Proteins and Amino Acids
8:00 PM-10:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Hall A, Poster
Division of Organic Chemistry |