ORGN 305 |
| 1,3-Dipolar cycloadditions of carbene-derived carbonyl ylides to various dipolarophiles have shown to be a powerful tool when constructing five-membered heterocycles. Surprisingly, very few examples of cycloadditions involving carbonyl ylides and imines have been reported. Recently, we developed a highly diastereoselective Rh(II)-catalyzed 1,3-dipolar cycloaddition of carbonyl ylides to imines for the synthesis of syn-α-hydroxy-β-amino acid derivatives. This methodology has successfully been applied to chiral imines yielding enantiomerically pure syn-α-hydroxy-β-amino esters.
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Asymmetric Reactions and Syntheses
1:00 PM-5:00 PM, Monday, 11 September 2006 Moscone Center -- Room 131, Oral
Division of Organic Chemistry |
