Dual‐Catalysed Intermolecular Reductive Coupling of Dienes and Ketones **

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Abstract: We report a mild, catalytic method for the intermolecular reductive coupling of feedstock dienes and styrenes with ketones. Our conditions allow concomitant formation of a cobalt hydride species and single‐electron reduction of ketones. Subsequent selective hydrogen‐atom transfer from the cobalt hydride generates an allylic radical which can selectively couple with the persistent radical‐anion of the ketone. This radical‐radical coupling negates unfavourable steric interactions of ionic pathways and avoids the unstable alkoxy radical of previous radical olefin‐carbonyl couplings, which were limited, as a result, to aldehydes. Applications of this novel and straightforward approach include the efficient synthesis of drug molecules, key intermediates in drug synthesis and site‐selective late‐stage functionalisation.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Dual‐Catalysed Intermolecular Reductive Coupling of Dienes and Ketones ** ; day:08 ; month:12 ; year:2023 ; extent:7
Angewandte Chemie / International edition. International edition ; (08.12.2023) (gesamt 7)

Creator: Mayerhofer, Victor J.
Lippolis, Martina
Teskey, Christopher J.

DOI: 10.1002/anie.202314870

URN: urn:nbn:de:101:1-2023120914142852271414

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:31 AM CEST

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Associated

Mayerhofer, Victor J.
Lippolis, Martina
Teskey, Christopher J.

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