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A stereoselective, Sm(ii)-mediated approach to decorated cis-hydrindanes: synthetic studies on faurinone and pleuromutilin†‡
Thomas J. K. Findley,David Sucunza,Laura C. Miller,Matthew D. Helm,Madeleine Helliwell,David T. Davies,David J. Procter
Organic & Biomolecular Chemistry Pub Date : 01/07/2011 00:00:00 , DOI:10.1039/C0OB01086C
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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