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

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

Organic & biomolecular chemistry (2011-02-18)
Thomas J K Findley, David Sucunza, Laura C Miller, Matthew D Helm, Madeleine Helliwell, David T Davies, David J Procter
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, 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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Pleuromutilin, ≥95%