The timing of aromatic deoxygenation in aflatoxin biosynthesis

Deoxygenation of phenols is a difficult reaction to execute synthetically. Yet among polyketide-derived natural products many instances can be found where such reactions appear to occur in the course of their biosynthesis. Deoxygenation of versicolorin A could occur at C-6 to provide a necessary red...

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Veröffentlicht in:Journal of the American Chemical Society 1989-10, Vol.111 (21), p.8306-8308
Hauptverfasser: Graybill, Todd L, Pal, Kollol, McGuire, Sean M, Brobst, Susan W, Townsend, Craig A
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Sprache:eng
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Zusammenfassung:Deoxygenation of phenols is a difficult reaction to execute synthetically. Yet among polyketide-derived natural products many instances can be found where such reactions appear to occur in the course of their biosynthesis. Deoxygenation of versicolorin A could occur at C-6 to provide a necessary reduction in the course of its conversion to sterigmatocystin, a late intermediate in aflatoxin B sub(1) biosynthesis.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja00203a057