ORGN 670 |
| Aminoboronic acids are compounds in which the carboxylic acid in an amino acid is replaced by a boronic acid group. They act as bioisosteres and mimic amino acids in many biochemical reactions. It is well established that ω-borono-α-aminoacids act as potent inhibitors of several enzymes. The current procedures available to prepare aminoboronic acids are very limited, and tedious. Hence inexpensive and highly tunable procedures for the asymmetric syntheses of aminoboronic acids are highly desirable. We have developed simple and practical procedures for the synthesis of various aminoboronic acids via asymmetric cinchonidine-based PTC alkylation of benzophenone glycinimine Schiff base. Some of the aminoboronic acids synthesized include β-borono aspartic and, γ-boronoglutamic acid. |
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Asymmetric Reactions, Combinatorial Chemistry, Molecular Recognition and Self-Assembly, Proteins, Peptides, Amino Acids and Enzyme Inhibitors
8:00 PM-10:00 PM, Wednesday, March 28, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |