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Enantioselective total synthesis of (S)-bisoranjidiol, an axially chiral bisanthraquinone.
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ABSTRACT:
SUBMITTER: Podlesny EE
PROVIDER: S-EPMC3306814 | biostudies-literature | 2012 Mar
REPOSITORIES: biostudies-literature
Publications
Enantioselective total synthesis of (S)-bisoranjidiol, an axially chiral bisanthraquinone.
Organic letters 20120224 6
The first enantioselective total synthesis of the bisanthraquinone (S)-bisoranjidiol and an unnatural regioisomer has been accomplished. Key features of the synthesis include the asymmetric oxidative biaryl coupling of a hindered 8-substituted 2-naphthol, selective para-quinone formation, and regioselective tandem Diels-Alder/aromatization reactions. ...[more]