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)

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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

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