Formal Synthesis of (−)-Apicularen A

Formal Synthesis of (−)-Apicularen A

A formal synthesis of (−)-apicularen A has been completed. The synthesis features a cyanohydrin acetonide coupling as a convergent approach to the C9−C18 segment and an intramolecular Diels−Alder addition sequence to create both the 10-membered macrocycle and the aromatic ring.

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Veröffentlicht in:Organic letters 2003-09, Vol.5 (18), p.3357-3360
Hauptverfasser: Graetz, Benjamin R, Rychnovsky, Scott D
Format: Artikel
Sprache:eng
Schlagworte:
Acetone - chemistry
Antineoplastic Agents - chemical synthesis
Bridged Bicyclo Compounds, Heterocyclic - chemical synthesis
Molecular Structure
Nitriles - chemistry
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Zusammenfassung:A formal synthesis of (−)-apicularen A has been completed. The synthesis features a cyanohydrin acetonide coupling as a convergent approach to the C9−C18 segment and an intramolecular Diels−Alder addition sequence to create both the 10-membered macrocycle and the aromatic ring.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0353417