ORGN 308 |
| A vanadium-catalyzed method for the oxidative kinetic resolution of alpha-hydroxy esters and amides, using oxygen as the terminal oxidant, is described. The catalyst is generated in situ from oxovanadium(V) tri-iso-propoxide in combination with a tridentate ligand derived from 3,5-di-tert-butylsalicylaldehyde and (S)-tert-leucinol. The reaction allows for the enantioselective synthesis of both saturated and unsaturated alpha-hydroxy acid derivatives, including those containing arenes, olefins, and alkynes. |
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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 |