Facile syntheses of (+)-gabosines A, D, and E

Facile syntheses of (+)-gabosines A, D, and E

(+)-Gabosines A (12), D (4), and E (5), which share the same trihydroxycyclohexenone skeleton, were synthesized from enone 11 as the common intermediate. The key building block 11 was accessed by an intramolecular aldol cyclization of a diketone derived from D-glucose (8).

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Veröffentlicht in:Organic & biomolecular chemistry 2009-01, Vol.7 (24), p.5098-5102
Hauptverfasser: Shing, Tony K M, Cheng, Hau M
Format: Artikel
Sprache:eng
Schlagworte:
Cyclization
Cyclohexanones - chemical synthesis
Glucose - chemistry
Ketones - chemistry
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Zusammenfassung:(+)-Gabosines A (12), D (4), and E (5), which share the same trihydroxycyclohexenone skeleton, were synthesized from enone 11 as the common intermediate. The key building block 11 was accessed by an intramolecular aldol cyclization of a diketone derived from D-glucose (8).
ISSN:1477-0520
1477-0539
DOI:10.1039/b911810a