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

Lucy M. Stark, Klaus Pekari, Erik J. Sorensen

Research output: Contribution to journalArticlepeer-review

54 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)12064-12066
Number of pages3
JournalProceedings of the National Academy of Sciences of the United States of America
Volume101
Issue number33
DOIs
StatePublished - Aug 17 2004

All Science Journal Classification (ASJC) codes

  • General

Keywords

  • Baylis-Hillman reaction
  • Conjugate additions
  • Domino reactions
  • Electrocyclizations
  • Nucleophilic catalysis

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