Preparative Organic Chemistry
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ChemInform Abstract: Polycyclic Hydroxyquinones. Part 29. Regioselective Reactions of 5- Sulfur-Substituted Furan-2(5H)-one Anions with Naphthoquinone Monoketals. Application to the Synthesis of Anthracyclinone Precursors.
First published: 04 August 2010
Abstract
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ChemInform Abstract
The anions of the furanones (I) react with naphthoquinone monoketals ( II) to afford exclusively the adducts (III). Anellation reactions occur with the anion of (IV) to yield the anthraquinones (VI) and (VII) . These compounds (cf. the methyl derivative (VIII) of (VI)) can be used for Diels-Alder reactions with butadienes to afford tetracyclic systems.
