Synlett 2014; 25(09): 1263-1266
DOI: 10.1055/s-0033-1341081
letter
© Georg Thieme Verlag Stuttgart · New York

Serendipitous Discovery of a Cascade Approach to Perhydrodibenzofuranones Related to the Natural Product Incarviditone

Stephania Christou
a  School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK   Fax: +44(161)2754598   Email: roger.whitehead@manchester.ac.uk
,
Alyn C. Edwards
a  School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK   Fax: +44(161)2754598   Email: roger.whitehead@manchester.ac.uk
,
Robin G. Pritchard
a  School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK   Fax: +44(161)2754598   Email: roger.whitehead@manchester.ac.uk
,
Peter Quayle
a  School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK   Fax: +44(161)2754598   Email: roger.whitehead@manchester.ac.uk
,
Ian J. Stratford
b  Manchester Pharmacy School, University of Manchester, Oxford Road, Manchester, M13 9PL, UK
,
Roger C. Whitehead*
a  School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK   Fax: +44(161)2754598   Email: roger.whitehead@manchester.ac.uk
› Author Affiliations
Further Information

Publication History

Received: 17 February 2014

Accepted after revision: 07 March 2014

Publication Date:
03 April 2014 (online)

Abstract

The unexpected discovery of an eliminative deprotection and cyclodimerization cascade reaction sequence led to the preparation of a series of perhydrodibenzofuranones that bear a structural resemblance to the natural product incarviditone. One of the novel dimers was found to show significant antiproliferative activity towards a non-small-cell lung cancer cell line, and represents a useful lead compound for the discovery of more potent anti-cancer agents.

Supporting Information

 
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