Abstract

The authors have developed a ­Diels-Alder (DA) cycloaddition strategy for the kinetic resolution of chiral pyrazolidinones. The desired pyrazolidinones were obtained in good yields and excellent enantioselectivities after removal of amide bonds with little erosion of the enantiomeric excess. It is interesting that this strategy utilized a relay of stereochemical information from a permanent chiral center to a fluxional chiral center at the nitrogen center.

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