Forging Medium Rings via I (I)/I (III)‐Catalyzed Diene Carbofunctionalization

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Abstract: A main‐group catalysis‐based strategy to access 8‐membered carbocycles via the direct carbofunctionalization of 2‐phenethyl‐substituted 1,3‐dienes is disclosed. Through the intervention of an I (I)/I (III) catalysis cycle, the synthesis of densely functionalized, fluorinated benzocyclooctenes can be achieved in an operationally simple manner. Modulating the oxidation/activation regime, and the external nucleophile, the process has been extended to unify the challenging cyclization with formation of allylic C−O, C−N, and C−C bonds (>30 examples). Derivatization of the product benzocyclooctenes is demonstrated together with X‐ray conformational analysis, preliminary validation of enantioselective catalysis and a scalable resolution protocol.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Forging Medium Rings via I (I)/I (III)‐Catalyzed Diene Carbofunctionalization ; day:10 ; month:08 ; year:2023 ; extent:8
Angewandte Chemie / International edition. International edition ; (10.08.2023) (gesamt 8)

Creator: Yu, You‐Jie
Häfliger, Joel
Wang, Zi‐Xuan
Daniliuc, Constantin Gabriel
Gilmour, Ryan

DOI: 10.1002/anie.202309789

URN: urn:nbn:de:101:1-2023081015363949792376

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

Last update: 14.08.2025, 10:59 AM CEST

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Associated

Yu, You‐Jie
Häfliger, Joel
Wang, Zi‐Xuan
Daniliuc, Constantin Gabriel
Gilmour, Ryan

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