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

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, SmI(2)-mediated cyclisations. The strategy has been exploited in the first s...

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Veröffentlicht in:Organic & biomolecular chemistry 2011-04, Vol.9 (7), p.2433-2451
Hauptverfasser: Findley, Thomas J K, Sucunza, David, Miller, Laura C, Helm, Matthew D, Helliwell, Madeleine, Davies, David T, Procter, David J
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Sprache:eng
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Zusammenfassung: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, SmI(2)-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.
ISSN:1477-0520
1477-0539
DOI:10.1039/c0ob01086c