A nucleophile-catalyzed cycloisomerization permits a concise synthesis of (+)-harziphilone.

Proc Natl Acad Sci U S A

Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

Published: August 2004

Substantial structural transformations of much use in complex chemical synthesis can be achieved by channeling the reactivity of highly unsaturated molecules. This report describes the direct conversion of an acyclic polyunsaturated diketone to the HIV-1 Rev/Rev-responsive element inhibitor harziphilone under mild reaction conditions.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC514435PMC
http://dx.doi.org/10.1073/pnas.0402563101DOI Listing

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