Enantioselective Michael Spirocyclization of Palladium Enolates
Christian Santiago Strong, Peng-Jui Chen, Sanzhar Bissenali, William A. Goddard III, Brian M. Stoltz
2025ACS Catalysis, 15(14), 12231-12237
Abstract
We report an enantioselective and diastereoselective Michael spirocyclization reaction of tetrasubstituted palladium enolates. This allows for the formation of adjacent all-carbon quaternary and tertiary stereocenters in good yield, dr, and ee. Various subsequent cyclization reactions enable access to a diverse range of tricyclic scaffolds. The mechanism of this transformation and the origins of stereoselectivity are investigated via quantum mechanics calculations.
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Cite this publication
Strong, C. S., Chen, P., Bissenali, S., III, W. A. G., & Stoltz, B. M. (2025). Enantioselective Michael Spirocyclization of Palladium Enolates. *ACS Catalysis*, *15*(14), 12231-12237. https://doi.org/10.1021/acscatal.5c02758