Relay ring-closing metathesis strategies towards the synthesis of the ABC tricycle of Taxol

Ojeda Porras, A. C., Aouzal, R., Wilson, C. and Prunet, J. (2022) Relay ring-closing metathesis strategies towards the synthesis of the ABC tricycle of Taxol. Tetrahedron, 106-07, 132630. (doi: 10.1016/j.tet.2022.132630)

Abstract

Two synthetic routes towards the ABC tricycle of Taxol are presented. They both involve a relay ring-closing metathesis reaction to make the central B ring in a convergent fashion. In the first approach, the extender arm is positioned on the A ring, and the C ring bears the relay tether in the second route. Metathesis precursors with diverse extender arms were efficiently synthesised; unfortunately, the crucial metathesis reactions failed to deliver the target compounds in all cases.

• Item Type: Articles
• Additional Information: Financial support for this work was provided by the CNRS, the Ecole Polytechnique and the University of Glasgow. Colciencias and Colfuturo are acknowledged for a studentship for A.C.O.-P.
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: Prunet, Dr Joelle and Wilson, Dr Claire and Ojeda Porras, Miss Andrea Carolina
• Authors: Ojeda Porras, A. C., Aouzal, R., Wilson, C., and Prunet, J.
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: Tetrahedron
• Publisher: Elsevier
• ISSN: 0040-4020
• ISSN (Online): 1464-5416
• Published Online: 06 January 2022
• Copyright Holders: Copyright © 2022 Elsevier Ltd
• First Published: First published in Tetrahedron 106-107: 132630
• Publisher Policy: Reproduced in accordance with the publisher copyright policy