Diastereoselective Addition of α-Sulfinyl Ester Enolate with Benzaldimines Possessing An Electron Withdrawing Group at the Nitrogen Atom

Article abstract of DOI:10.1246/cl.1994.2419

The reaction of optically pure α-sulfinyl ester enolate with benzaldimines possessing an ewlectron withdrawing group at the nitrogen atom gave β-amino ester in both enantiomeric forms in satisfactory optical and chemical yields (up to 94percentee), in which the changeover of the diastereofacial selectivity was induced by suitable choice of the protecting group at the nitrogen and the use of additives.