Origins of Enhanced Enantioselectivity in the Pd-Catalyzed Decarboxylative Allylic Alkylation of N-Benzoyl Lactams
Alexander Cusumano, Tianyi Zhang, William A. Goddard III, Brian M. Stoltz
2023Catalysts, 13(9), 12584cited
Abstract
We explore the origins of the marked improvement in enantioselectivity in the inner-sphere (PHOX)Pd-catalyzed allylic alkylation of N-benzoyl lactam nucleophiles over their carbocyclic counterparts. We employ density functional theory calculations to aid in the interpretation of experimental results. Ultimately, we propose that the enhancement in enantioselectivity arises primarily from noncovalent interactions between the substrate and ligand rather than secondary substrate chelation, as previously hypothesized.
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Cite this publication
Cusumano, A., Zhang, T., III, W. A. G., & Stoltz, B. M. (2023). Origins of Enhanced Enantioselectivity in the Pd-Catalyzed Decarboxylative Allylic Alkylation of N-Benzoyl Lactams. *Catalysts*, *13*(9), 1258. https://doi.org/10.3390/catal13091258