Development and Applications of New Reactions for Chemoselective Amidations Jeffrey W. Bode, Department of Chemistry, University of Pennsylvania, Philadelphia,

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Presentation transcript:

Development and Applications of New Reactions for Chemoselective Amidations Jeffrey W. Bode, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104 Novel Amide Ligation: A new chemoselective amidation by decarboxylative condensation of hydroxylamines and -ketoacid has been developed. This novel process proceeds in polar solvents under mild conditions and exhibits exceptional functional group tolerance. This enables the coupling of unprotected side-chain peptide fragments without the need of coupling reagents. Iterative-aqueous synthesis In addition to peptide ligations, we have developed new approach to the synthesis of 3-oligopetides. This iterative coupling of the readily prepared isoxazolidine monomers is unique in that it requires no coupling reagents, proceeds in water, and produces no by-products. We aim to synthesize on solid support biological active 3-oligopetides. Living Polymerizations Synthesis of enantiomerically pure block-copoly- 3-oligopetide biomaterial