Table 4. Enantioselective Zinc–ProPhenol-Catalyzed Aldol Reaction of Glycine Schiff Bases with Ligand L6a.

All reactions were performed at rt for 24 h using 1 equiv of glycinate Schiff base and 2 equiv of aldehyde in toluene at c = 0.5 M, followed by a reductive treatment with NaBH3CN (2.5 equiv) and AcOH (2 equiv) in MeOH at rt for 16 h. dr was determined by analysis of the 1H NMR spectrum of the crude material.
Yields are of the isolated pure syn diastereomer. Enantiomeric excesses were determined by HPLC with a chiral stationary phase.