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Issue 42, 2008
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Internal amide-triggered cycloaromatization of maduropeptin-like nine-membered enediyne

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Abstract

In the Masamune–Bergman cyclization of a nine-membered non-conjugated enediyne with an internal, maduropeptin-like nucleophile, the exocyclic alkene migrated to form the nine-membered conjugated enediyne, triggered by the intramolecular addition of the amide group; final aromatized products showed up to 85% yield.

Graphical abstract: Internal amide-triggered cycloaromatization of maduropeptin-like nine-membered enediyne

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Publication details

The article was received on 03 Jul 2008, accepted on 29 Jul 2008 and first published on 15 Sep 2008


Article type: Communication
DOI: 10.1039/B811355F
Chem. Commun., 2008, 5372-5374

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    Internal amide-triggered cycloaromatization of maduropeptin-like nine-membered enediyne

    Y. Norizuki, K. Komano, I. Sato and M. Hirama, Chem. Commun., 2008, 5372
    DOI: 10.1039/B811355F

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