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  • Title: N-Heterocyclic carbene-catalyzed monoacylation of 1,4-naphthoquinones with aldehydes.
    Author: Molina MT, Navarro C, Moreno A, Csákÿ AG.
    Journal: J Org Chem; 2009 Dec 18; 74(24):9573-5. PubMed ID: 19938843.
    Abstract:
    The NHC-catalyzed conjugate hydroacylation of 1,4-naphthoquinones allows for the synthesis of monoacylated 1,4-dihydroxynaphthalene derivatives. These targets, difficult to prepare selectively by standard protocols, represent important intermediates in the elaboration of highly substituted 1,4-naphthoquinone derivatives, which constitute relevant pharmaceutical scaffolds. High regioselectivity has been observed in the hydroacylation reaction when starting from nonsymmetrical quinones.
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