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

Chiang, GCH; Ayscough, A; Bond, AD; Pain, G; Ducki, S; Holmes, AB

Abstract

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.

Citation

Chiang, G., Ayscough, A., Bond, A., Pain, G., Ducki, S., & Holmes, A. (2005). Synthesis of a simplified analogue of eleutherobin via a Claisen rearrangement and ring closing metathesis strategy. Chemical Communications, 1860-1862. https://doi.org/10.1039/b413426e

• Journal Article Type: Article
• Publication Date: Feb 11, 2005
• Deposit Date: Aug 7, 2007
• Journal: Chemical Communications
• Print ISSN: 1359-7345
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Issue: 14
• Pages: 1860-1862
• DOI: https://doi.org/10.1039/b413426e
• Publisher URL: http://dx.doi.org/10.1039/b413426e