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Issue 7, 2011
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A stereoselective, Sm(II)-mediated approach to decorated cis-hydrindanes: synthetic studies on faurinone and pleuromutilin

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Abstract

The cis-hydrindane motif is found in a number of natural products that display important biological activity. A flexible, stereoselective approach to the framework has been developed that features highly diastereoselective, SmI2-mediated cyclisations. The strategy has been exploited in the first synthesis of the proposed structure of faurinone and an approach to the skeleton of the antibacterial natural product, pleuromutilin.

Graphical abstract: A stereoselective, Sm(ii)-mediated approach to decorated cis-hydrindanes: synthetic studies on faurinone and pleuromutilin

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Publication details

The article was received on 25 Nov 2010, accepted on 05 Jan 2011 and first published on 07 Jan 2011


Article type: Paper
DOI: 10.1039/C0OB01086C
Citation: Org. Biomol. Chem., 2011,9, 2433-2451
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    A stereoselective, Sm(II)-mediated approach to decorated cis-hydrindanes: synthetic studies on faurinone and pleuromutilin

    T. J. K. Findley, D. Sucunza, L. C. Miller, M. D. Helm, M. Helliwell, D. T. Davies and D. J. Procter, Org. Biomol. Chem., 2011, 9, 2433
    DOI: 10.1039/C0OB01086C

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