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Modular Access to Eight-Membered N-Heterocycles by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes

Research output: Contribution to journalArticle

Original languageEnglish
JournalAngewandte Chemie - International Edition
Early online date4 Oct 2019
DOIs
DateAccepted/In press - 4 Oct 2019
DateE-pub ahead of print (current) - 4 Oct 2019

Abstract

Aminocyclopropanes equipped with pendant nucleophiles undergo C-C bond activation triggered carbonylative heterocyclization to provide 8-membered N-heterocycles. In these processes, intramolecular “capture” of a rhodacyclopentanone intermediate by an aryl or N-based nucleophile is followed by C-C or C-N bond forming “collapse” to the targets. These studies demonstrate how the combination of cyclopropane strain release and the templating effect of catalytically generated metallacycles can be harnessed to enable otherwise challenging medium ring closures.

    Research areas

  • rhodium, cyclopropane, C-C activation, azocane

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  • Full-text PDF (author’s accepted manuscript)

    Rights statement: This is the author accepted manuscript (AAM). The final published version (version of record) is available online via Wiley at https://onlinelibrary.wiley.com/doi/10.1002/anie.201910276 . Please refer to any applicable terms of use of the publisher.

    Accepted author manuscript, 643 KB, Word document

    Embargo ends: 4/10/20

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