Syntisis of 4-Demethoxy-7, 11-dideoxydaunomycinone
Our continued interest in the total synthesis of natural and unnatural antitumor anthracyclines 1 especially the aglycones such as daunomycinone ( 1 ) 2 and 4-demethoxydaunomycinone ( 2 ) 3 , 11-deoxydaunomycinone ( 3 ) 4 and 4-demethoxy-11-deoxydaunomycinone ( 4 ) 5 led us to probe methods of obtai...
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| Veröffentlicht in: | Synthetic communications 1983-12, Vol.13 (14), p.1219-1224 |
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| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | Our continued interest in the total synthesis of natural and unnatural antitumor anthracyclines
1
especially the aglycones such as daunomycinone (
1
)
2
and 4-demethoxydaunomycinone (
2
)
3
, 11-deoxydaunomycinone (
3
)
4
and 4-demethoxy-11-deoxydaunomycinone (
4
)
5
led us to probe methods of obtaining these products of absolute enantitomeric purity. Earlier it was demonstrated that the AB ring synthon
5
having a chiral centre on fusion with phthalic anhydride gave 4-demethoxy-7-deoxy-daunomycinone (
6
) with no loss of optical purity
6
and the same was further transformed to
2
[7-(S)-9(S)]. |
|---|---|
| ISSN: | 0039-7911 1532-2432 |
| DOI: | 10.1080/00397918308063737 |