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Beilstein J. Org. Chem. 2011, 7, 1475–1485, doi:10.3762/bjoc.7.171
Graphical Abstract
Scheme 1: Structure and retrosynthetic analysis of fredericamycin A.
Scheme 2: Assembly of the isoquinolone segment of fredericamycin.
Scheme 3: Synthesis of a naphthalide precursor to the quinoid moiety of fredericamycin.
Scheme 4: Palladium-mediated cyclization of a fredericamycin model system.
Scheme 5: Synthesis of the precursor of fredericamycin and the facile air oxidation thereof.
Scheme 6: Formal synthesis of fredericamycin A.
Figure 1: Structure of nothapodytine B.
Scheme 7: A useful pyridone synthesis.
Scheme 8: Retrosynthetic logic for nothapodytine B.
Scheme 9: Preparation of a key nothapodytine fragment.
Scheme 10: Total synthesis of nothapodytine B.
Figure 2: Structures of topopyrones.
Scheme 11: Retrosynthetic logic for the linear series of topopyrones.
Scheme 12: Construction of the molecular subunit common to all topopyrones.
Scheme 13: Difficulties encountered during the merger of the topopyrone D moieties.
Scheme 14: Efficient synthesis of a simplified anthraquinone.
Scheme 15: Total synthesis of topopyrone D.
Scheme 16: Total synthesis of topopyrone B.