The combination of three reagents-a tridentate pybox ligand (pybox = pyridine bis(oxazoline)), magnesium perchlorate, and Hunig base (iPr 2EtN)-allows the catalytic generation of a chiral glycine enolate from 1 that undergoes highly enantioselective addition to a range of aryl aldehydes 2. The protected aryl β-hydroxy-α-amino acid products obtained include a protected version of one of the aryl serine units present in the glycopeptide antibiotic vancomycin.
- Synthesis (chemical)
- Magnesium printing plates
- Amino acids
- Catalyst activity
Willis, M. C., Cutting, G. A., Piccio, V. J. D., Durbin, M. J., & John, M. P. (2005). The direct catalytic enantioselective synthesis of protected aryl β-hydroxy-α-amino acids. Angewandte Chemie-International Edition, 44(10), 1543-1545. https://doi.org/10.1002/anie.200462125