ORGN 476 |
| Bismuth salts have become very popular in the synthesis of several organic compounds. There are a number of advantages of using bismuth salts. The use of bismuth salts in several organic transformations has received much attention. In particular, recently we have demonstrated a facile method for the synthesis of substituted pyrroles. During the course of this study and in continuation of our endeavor for the synthesis and biological evaluation of novel β-lactams, we develop a new pathway for the synthesis of novel β-lactams that have a pyrrole ring at the C-3 position of the azetidinone ring. The reaction of 3-keto β-lactams with commercially available 4-hydroxyproline in the presence of catalytic amounts of bismuth nitrate in ethanol produced a mixture of isomeric β-lactams with a pyrrole ring at the 3-position. Although the chemistry of β-lactams is extremely rich, preparation of pyrrole substituted azetidinones is not known. We are exploring a number of possibilities using the chemistry as described above. |
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New Reactions and Methodology, Total Synthesis, Materials, Devices and Switches, Lipids, Nucleotides and Mimetics
8:00 PM-10:00 PM, Tuesday, March 27, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |