Photocatalytic Oxidative Dearomatization of Orcinaldehyde Derivatives

Photocatalytic Oxidative Dearomatization of Orcinaldehyde Derivatives

For decades, oxidative dearomatization has been employed as a key step in the synthesis of complex molecules. Challenges in controlling the chemo- and site-selectivity of this transformation have sparked the development of a variety of specialized oxidants; however, these result in stoichiometric am...

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Veröffentlicht in:Organic letters 2020-05, Vol.22 (9), p.3712-3716
Hauptverfasser: Baker Dockrey, Summer A, Narayan, Alison R. H
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Narayan, Alison R. H
description For decades, oxidative dearomatization has been employed as a key step in the synthesis of complex molecules. Challenges in controlling the chemo- and site-selectivity of this transformation have sparked the development of a variety of specialized oxidants; however, these result in stoichiometric amounts of organic byproducts. Herein, we describe a photocatalytic method for oxidative dearomatization using molecular oxygen as the stoichiometric oxidant. This provides environmentally benign entry to highly substituted o-quinols, reactive intermediates which can be elaborated to a number of natural product families.
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title Photocatalytic Oxidative Dearomatization of Orcinaldehyde Derivatives
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