Issue 36, 2013
From the journal:

Organic & Biomolecular Chemistry

Approach to the functionalized cyclopentane core of marine prostanoids by applying a radical cyclization of β-disubstituted acrylates†

Lisa P. T. Hong,ab   Christopher Chakab  and  Christopher D. Donner*ab  

* Corresponding authors

a Australian Research Council Centre of Excellence for Free Radical Chemistry and Biotechnology, Australia
E-mail: cdonner@unimelb.edu.au
Fax: +61 3 9347 8189
Tel: +61 3 8344 2411

b School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne, Victoria, Australia

Abstract

A synthetic approach to highly functionalized cyclopentanes that incorporate adjacent secondary and tertiary alcohols is described. These systems, prepared in one step by a ketyl radical cyclization of β-disubstituted acrylates, represent the core of the marine prostanoid family of natural products.

Graphical abstract: Approach to the functionalized cyclopentane core of marine prostanoids by applying a radical cyclization of β-disubstituted acrylates

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Article information

DOI
https://doi.org/10.1039/C3OB41263F
Article type
Paper
Submitted
19 Jun 2013
Accepted
02 Aug 2013
First published
07 Aug 2013

Org. Biomol. Chem., 2013,11, 6186-6194

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Approach to the functionalized cyclopentane core of marine prostanoids by applying a radical cyclization of β-disubstituted acrylates

L. P. T. Hong, C. Chak and C. D. Donner, Org. Biomol. Chem., 2013, 11, 6186 DOI: 10.1039/C3OB41263F

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