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

Proceedings of the National Academy of Sciences of the United States of America
Lucy M StarkErik J Sorensen

Abstract

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.

References

Apr 1, 1976·Angewandte Chemie·I Ernest
Jul 18, 2001·Journal of the American Chemical Society·J G Allen, S J Danishefsky
Mar 14, 2002·Journal of the American Chemical Society·Long-Cheng WangMichael J Krische
Oct 9, 2002·Angewandte Chemie·Mitsuru ShojiYujiro Hayashi
Mar 13, 2003·Chemical Reviews·Deevi BasavaiahTummanapalli Satyanarayana
Jul 3, 2003·Bioorganic & Medicinal Chemistry·Erik J Sorensen
Aug 9, 2003·Journal of the American Chemical Society·Jeremiah P Malerich, Dirk Trauner

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Citations

Apr 16, 2013·Chemical Reviews·Jin-Ming GaoJian-Chun Qin
Aug 8, 2012·The Journal of Organic Chemistry·James A MacKayMargaret H Kench
Jul 28, 2006·Organic Letters·Maurice A MarsiniThomas R R Pettus
Sep 16, 2015·Journal of the American Chemical Society·Benke HongXiaoguang Lei
Apr 25, 2017·Journal of the American Chemical Society·Sangbin Jeon, Sunkyu Han
May 27, 2016·Chemical Communications : Chem Comm·Wei ZhouJunliang Zhang
Nov 1, 2006·Angewandte Chemie·K C NicolaouPaul G Bulger
Aug 25, 2010·Organic & Biomolecular Chemistry·Pramod ShanbhagIrishi N N Namboothiri
Aug 26, 2010·Chemical Reviews·Deevi BasavaiahSatpal Singh Badsara
Nov 7, 2019·Journal of the American Chemical Society·Joshua B PyserAlison R H Narayan
Jun 30, 2005·Journal of the American Chemical Society·Jianglong ZhuJohn A Porco

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