Total synthesis and absolute stereochemical assignment of kibdelone C

  • J Am Chem Soc. 2011 Jul 6;133(26):9952-5. doi: 10.1021/ja203642n.
David L Sloman  1 ,  Jeffrey W Bacon ,  John A Porco Jr
Affiliations
  • 1. Center for Chemical Methodology and Library Development (CMLD-BU), Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA.
PMID: 21648477 DOI: 10.1021/ja203642n
Abstract

Kibdelones are hexacyclic tetrahydroxanthones and potent Anticancer agents isolated from an Australian microbe. Herein, we describe the synthesis of a chiral, nonracemic iodocyclohexene carboxylate EF ring fragment of the kibdelones employing an intramolecular iodo halo-Michael aldol reaction and its merger with an ABCD ring fragment to afford the congener kibdelone C.

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