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Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins.


ABSTRACT: Dibromobenzoisofuranone 12, synthesized in six steps, was regiospecifically annulated with 5-substituted cyclohexenones 13/36 in the presence of LiOt-Bu to give brominated anthraquinones 14/38 in good yields. Darzens condensation of 30 was shown to give chain-elongated anthraquinone 32. Alkaline hydrolysis of 38 furnished 39 representing desulfoproisocrinin F.

SUBMITTER: Roy J 

PROVIDER: S-EPMC4901998 | biostudies-literature |

REPOSITORIES: biostudies-literature

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