Total Synthesis of Angucyclines, 1. - Synthesis of a Daunomycinone-Rabelomycin Hybrid
The synthesis of the racemic angucyclinone hybrid 3 which combines the structural features of rabelomycin (1) and daunomycinone (2) is described. Key steps are the cyclization of the bromide 6b by a Marshalk‐type reaction to yield the angular skeleton 7b, introduction of the tertiary hydroxy group b...
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Veröffentlicht in: | Liebigs Annalen der Chemie 1993-08, Vol.1993 (8), p.911-913 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | The synthesis of the racemic angucyclinone hybrid 3 which combines the structural features of rabelomycin (1) and daunomycinone (2) is described. Key steps are the cyclization of the bromide 6b by a Marshalk‐type reaction to yield the angular skeleton 7b, introduction of the tertiary hydroxy group by bromination to 11, solvolysis to 12 and photoinduced oxygenation to afford the C‐1 ketone 3. |
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ISSN: | 0170-2041 1099-0690 |
DOI: | 10.1002/jlac.1993199301143 |