ORGN 475 |
| Michael reaction is one of the most attractive methods in synthetic organic chemistry. Several Lewis and Bronsted acids have been utilized to accomplish this transformation. The main limitations of these processes are the use of organic solvents as the reaction media. These methods are not very environmentally friendly. Despite a huge success in this area, Michael reactions in water have not been explored systematically. Our own research on Lewis acid-catalyzed methods on indoles and carbamates has prompted to explore Michael reaction in water with various unstaturated carbonyl compounds. After a few experimentations, we have discovered that aqueous bismuth nitrate is a good reagent for this purpose. It is interesting to note that less nucleophilic carbamates can be used with success. A few other bismuth derived reagents and Bronsted acids have also been tested. It has been found that the success of this reaction depends on the concentration of the acid, nature of the acid and time of reaction. This project is supported through a HHMI grant. |
|
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 |