Affiliation:
1. Organisch-Chemisches Institut Westfälische Wilhelms-Universität Münster Corrensstraße 36 48149 Münster Germany
Abstract
AbstractA 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.
Funder
European Research Council
Westfälische Wilhelms-Universität Münster
Alexander von Humboldt-Stiftung
Subject
General Chemistry,Catalysis
Cited by
2 articles.
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