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Org Biomol Chem. 2011 Apr 7;9(7):2433-51. doi: 10.1039/c0ob01086c. Epub 2011 Feb 15.

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

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1
School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK.

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.

PMID:
21327225
DOI:
10.1039/c0ob01086c
[Indexed for MEDLINE]
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