ORGN 34 |
| A rare example of a hypervalent iodine reagent participating in a 1,4-heteroconjugate addition reaction is reported for the organocatalytic, asymmetric epoxidation of a,b-unsaturated aldehydes with imidazolidinone catalyst. Development of an “internal syringe pump” effect via the slow release of a reactive, monomeric iodosobenzene from an iminoiodinane, provides high levels of reaction efficiency and enantiomeric control in the enantioselective epoxidation of electron-deficient olefins. 15N NMR studies were conducted to elucidate non-productive catalyst and reagent interactions.
|
|
Asymmetric Reactions and Syntheses
8:00 AM-11:40 AM, Sunday, 26 March 2006 Georgia World Congress Center -- C302, Oral
Division of Organic Chemistry |