ORGN 144 |
Synthetic and chemical study on the formation of azabicyclo[X.Y.0]alkane amino acids through cyclohydrocarbonylation
| Wen Hua Chiou, Department of Chemistry, State University of New York at Stony Brook, Stony Brook, NY 11794-3400 and Iwao Ojima, Institute of Chemical Biology & Drug Discovery and Department of Chemistry, State University of New York at Stony Brook, The Chemistry Building, Stony Brook, NY 11794-3400. |
| Rh-catalyzed cyclohydrocarbonylation provides a powerful tool for preparation of azabicyclo[X.Y.0]alkane amino acid. These conformationally restrained dipeptide derivatives serve as peptidomimetics and enzyme inhibitors. The scope of this process using various substitutents and ring combinations will be presented. All three stereocenters in the azabicyclo[4.4.0] system can be completely controlled. A plausible mechanism that can accommodate the extremely high diastereoselectivity will be proposed. 
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Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Materials, Molecular Recognition
8:00 PM-10:00 PM, Sunday, August 22, 2004 Pennsylvania Convention Center -- Hall D, Poster
Sci-Mix
8:00 PM-10:00 PM, Monday, August 23, 2004 Pennsylvania Convention Center -- Hall D, Sci-Mix
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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