Palladium-catalysed asymmetric allylic alkylation of hydantoins using bench-stable chiral palladium precatalysts

Hydantoins are important heterocyclic scaffolds present in a number of pharmaceutically relevant compounds. We report here a practical, scalable and enantioselective Pd-catalyzed asymmetric allylic alkylation (Pd-AAA) approach to diversely substituted enantioenriched hydantoins. The method relies on the use of chiral bench-stable Pd-precatalysts previously developed by our groups. The synthetic utility of the method was further outlined by various successful post-modifications.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc05328e
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
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article

Palladium-catalysed asymmetric allylic alkylation of hydantoins using bench-stable chiral palladium precatalysts

David C. Leitch, Paul G. Clark, Stellios Arseniyadis, Yi Ma et al.
Chemical Communications
Asymmetric Hydrogenation and Catalysis
article

Palladium-catalysed asymmetric allylic alkylation of hydantoins using bench-stable chiral palladium precatalysts

David C. Leitch, Paul G. Clark, Stellios Arseniyadis, Yi Ma, Shiqi Liu
article en

Abstract

Hydantoins are important heterocyclic scaffolds present in a number of pharmaceutically relevant compounds. We report here a practical, scalable and enantioselective Pd-catalyzed asymmetric allylic alkylation (Pd-AAA) approach to diversely substituted enantioenriched hydantoins. The method relies on the use of chiral bench-stable Pd-precatalysts previously developed by our groups. The synthetic utility of the method was further outlined by various successful post-modifications.

Chemical CommunicationsVol. 61(96)
Queen Mary University of London (GB), Xiamen University (CN), University of Victoria (CA), University of Manchester (GB)
Openalex Percentile: Top 74%
Asymmetric Hydrogenation and Catalysis
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