Issue 27, 2006
From the journal:

Chemical Communications

Biomimetic synthesis of marine sponge metabolite spiculoic acid A and establishment of the absolute configuration of the natural product†

James E. D. Kirkham,a   Victor Lee*a  and  Jack E. Baldwin*b  

* Corresponding authors

a Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, UK
E-mail: victor.lee@chem.ox.ac.uk
Fax: +44 (0)1865 285 002
Tel: +44 (0)1865 275 650

b Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, UK
E-mail: jack.baldwin@chem.ox.ac.uk
Fax: +44 (0)1865 275 632
Tel: +44 (0)1865 275 671

Abstract

The synthesis of spiculoic acid A (1) using a biomimetic Diels–Alder reaction is described; comparison of the specific rotation of the natural and synthetic material revealed that the enantiomer of the natural product has been synthesized.

Graphical abstract: Biomimetic synthesis of marine sponge metabolite spiculoic acid A and establishment of the absolute configuration of the natural product

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Article information

DOI
https://doi.org/10.1039/B607035C
Article type
Communication
Submitted
17 May 2006
Accepted
26 May 2006
First published
12 Jun 2006

Chem. Commun., 2006, 2863-2865

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Biomimetic synthesis of marine sponge metabolite spiculoic acid A and establishment of the absolute configuration of the natural product

J. E. D. Kirkham, V. Lee and J. E. Baldwin, Chem. Commun., 2006, 2863 DOI: 10.1039/B607035C

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