Synthesis of Hydroxylated Naphthoquinone Derivatives

The use of the Stobbe condensation for the synthesis of juglone derivatives is presented, together with studies towards their further functionalization. The regiospecific oxidation of the above products to o- or p-naphthoquinones was also investigated. Finally, the preparation of useful intermediates for the synthesis of related natural products such as alkannin and shikonin is proposed. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)