CHED 583 |
| Catalytic hydrogenation has been of exceptional use to chemists primarily as a means of reduction. Recent work from our laboratory reveals that catalytic hydrogenation also may be exploited as a means C-C bond formation, constituting a broad new concept in cross-coupling chemistry. By simply exposing p-unsaturated substrates to gaseous hydrogen in the presence of rhodium(I) and iridium(I) catalysts, a diverse family of C-C couplings has been achieved. Here, we disclose that rhodium catalyzed hydrogenation of enones in the presence of N-sulfonylimines enables formation of Mannich products. Further, through the use of tris(2-furyl)phosphine ligated rhodium catalysts, reductive Mannich coupling occurs with high levels of syn-diastereoselectivity.
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, March 26, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Chemical Education |
