ORGN 266 |
| Much progress has been made over the last 15 years in the preparation and use of highly functionalized organozinc reagents, and our contributions have shown how organozinc reagents prepared from proteinogenic amino acids can be used in the synthesis of a wide variety of unnatural amino acids. Applications include the synthesis of the cyclic peptide OF4949-III, the synthesis of functionalized non-proteinogenic amino acids such as 1, and use of homologous reagents 2 for the synthesis of beta-amino acids. Use of dipolar aprotic solvents, specifically dimethylformamide, has proven critical. Recent studies have enhanced our understanding of the structure, stability, reactivity and interactions with the solvent of a range of highly functionalized organozinc reagents, through combined use of spectroscopic, kinetic and computational methods. These studies have revealed the features, including internal co-ordination, that may influence the reactivity of highly functionalized organozinc reagents.
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Asymmetric Syntheis of α-Amino Acids: Novel Developments and Future Directions
1:00 PM-5:40 PM, Monday, March 26, 2007 McCormick Place Lakeside -- Room E350, Level 3, Oral
Division of Organic Chemistry |
