Synthesis of a simplified analogue of eleutherobin via a Claisen rearrangement and ring closing metathesis strategy

Synthesis of a simplified analogue of eleutherobin via a Claisen rearrangement and ring closing metathesis strategy

The enantioselective synthesis of a simplified eleutherobin analogue by ring closing metathesis (RCM) of the 2,9-divinyl-substituted tetrahydro-oxonin is described; the analogue and an advanced intermediate revealed microtubule stabilising properties in the micromolar range.

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2005-04 (14), p.1860-1862
Hauptverfasser: Chiang, Gary C H, Bond, Andrew D, Ayscough, Andrew, Pain, Gilles, Ducki, Sylvie, Holmes, Andrew B
Format: Artikel
Sprache:eng
Schlagworte:
Crystallography, X-Ray
Diterpenes - chemical synthesis
Diterpenes - chemistry
Epoxy Compounds - chemistry
Models, Molecular
Molecular Structure
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The enantioselective synthesis of a simplified eleutherobin analogue by ring closing metathesis (RCM) of the 2,9-divinyl-substituted tetrahydro-oxonin is described; the analogue and an advanced intermediate revealed microtubule stabilising properties in the micromolar range.
ISSN:1359-7345
1364-548X
DOI:10.1039/b413426e