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Issue 51, 2012
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Synthesis of the anti-trypanosomal agent (±)-hydroxyanthecotulide by Cr(ii)-catalysed allylation and Meyer–Schuster rearrangement

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Abstract

The first synthesis of the bioactive sesquiterpene lactone hydroxyanthecotulide is achieved in 7 steps, involving a stereocontrolled Cr(II)-catalysed reaction of 3-(bromomethyl)furan-2(5H)-one with enynal 9 and a mild Au(I)-catalysed Meyer–Schuster rearrangement.

Graphical abstract: Synthesis of the anti-trypanosomal agent (±)-hydroxyanthecotulide by Cr(ii)-catalysed allylation and Meyer–Schuster rearrangement

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Article information


Submitted
29 Mar 2012
Accepted
02 May 2012
First published
22 May 2012

Chem. Commun., 2012,48, 6349-6350
Article type
Communication

Synthesis of the anti-trypanosomal agent (±)-hydroxyanthecotulide by Cr(II)-catalysed allylation and Meyer–Schuster rearrangement

D. M. Hodgson, E. P. A. Talbot and B. P. Clark, Chem. Commun., 2012, 48, 6349
DOI: 10.1039/C2CC32283H

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