Enantiomerically pure alpha-amino esters were applied in palladium catalysed allylic substitution reactions with moderate diastereoselectivity (up to 70% d.e.) using achiral ligands on symmetrical allylic acetates. Nucleophilic substitution of amino esters with enantiomerically pure ligands enabled diastereoselective ratios of 95:5 to be obtained.
Humphries, M. E., Clark, B. P., Regini, S., Acemoglu, L., & Williams, J. M. J. (2003). Enantiomerically pure nucleophiles in diastereoselective palladium catalysed allylic substitution reactions. Chirality, 15(2), 190-195. https://doi.org/10.1002/chir.10173