Pd-Catalysed asymmetric allylic alkylation of heterocycles: a user's guide

This review provides an in-depth analysis of recent advances and strategies employed in the Pd-catalysed asymmetric allylic alkylation (Pd-AAA) of nucleophilic prochiral heterocycles. The review is divided into sections each focused on a specific family of heterocycle, where optimisation data and re...

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Bibliographic Details
Published in:Chemical Society reviews 2024-02, Vol.53 (4), p.1936-1983
Main Authors: Richard, Franois, Clark, Paul, Hannam, Al, Keenan, Thomas, Jean, Alexandre, Arseniyadis, Stellios
Format: Article
Language:English
Subjects:
Alkylation
Asymmetry
Heterocyclic compounds
Substrates
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Summary:This review provides an in-depth analysis of recent advances and strategies employed in the Pd-catalysed asymmetric allylic alkylation (Pd-AAA) of nucleophilic prochiral heterocycles. The review is divided into sections each focused on a specific family of heterocycle, where optimisation data and reaction scope have been carefully analysed in order to bring forward specific reactivity and selectivity trends. The review eventually opens on how computer-based technologies could be used to predict an ideally matched catalytic system for any given substrate. This user-guide targets chemists from all horizons interested in running a Pd-AAA reaction for the preparation of highly enantioenriched heterocyclic compounds. This review analyses recent advances and strategies employed in the Pd-AAA of nucleophilic prochiral heterocycles. Each section is focused on a specific heterocycle, where optimisation data and reaction scope have been carefully analysed.
ISSN:0306-0012
1460-4744
DOI:10.1039/d3cs00856h