A Facile Synthesis of the Angucyclinone Antibiotic (+)-Rubiginone B<sub>2</sub>Involving the BF<sub>3</sub>-Mediated Diels-Alder Reaction of Juglone

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Description

A short synthesis of (+)-rubiginone B 2 is reported. The BF 3 -mediated Diels-Alder reaction of juglone and (R)-3-methyl-1-vinylcyclohexene followed by aromatization gave the anthraquinone as the desired regioisomer, whichwas converted into the target antibiotic after a two-step operation.

Journal

  • Synthesis

    Synthesis 2004 2099-2102, 2004-01-01

    Georg Thieme Verlag KG

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