1. 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