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

…, D Sucunza, LC Miller, MD Helm, M Helliwell…

Index: Findley, Thomas J. K.; Sucunza, David; Miller, Laura C.; Helm, Matthew D.; Helliwell, Madeleine; Davies, David T.; Procter, David J. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 7 p. 2433 - 2451

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Citation Number: 18

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.