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Total syntheses of graphisin A and sydowinin B.


ABSTRACT: Efficient syntheses of the highly substituted benzophenone graphisin A and the xanthone sydowinin B are described. Key steps involve aryl anion addition to substituted benzaldehyde derivatives, subsequent methyl ester installation, and dehydrative cyclization. Oxidation of graphisin A led to a spirodienone derived from a highly substituted benzoquinone intermediate.

SUBMITTER: Little A 

PROVIDER: S-EPMC3367002 | biostudies-literature | 2012 Jun

REPOSITORIES: biostudies-literature

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Total syntheses of graphisin A and sydowinin B.

Little Andrew A   Porco John A JA  

Organic letters 20120523 11


Efficient syntheses of the highly substituted benzophenone graphisin A and the xanthone sydowinin B are described. Key steps involve aryl anion addition to substituted benzaldehyde derivatives, subsequent methyl ester installation, and dehydrative cyclization. Oxidation of graphisin A led to a spirodienone derived from a highly substituted benzoquinone intermediate. ...[more]

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