A Nucleophile-Catalyzed Cycloisomerization Permits a Concise Synthesis of (+)-Harziphilone

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 harziphi...

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Veröffentlicht in:Proceedings of the National Academy of Sciences - PNAS 2004-08, Vol.101 (33), p.12064-12066
Hauptverfasser: Stark, Lucy M., Pekari, Klaus, Sorensen, Erik J., Nicolaou, Kyriacos C.
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container_end_page 12066
container_issue 33
container_start_page 12064
container_title Proceedings of the National Academy of Sciences - PNAS
container_volume 101
creator Stark, Lucy M.
Pekari, Klaus
Sorensen, Erik J.
Nicolaou, Kyriacos C.
description 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.
doi_str_mv 10.1073/pnas.0402563101
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source Jstor Complete Legacy; MEDLINE; PubMed Central; Alma/SFX Local Collection; Free Full-Text Journals in Chemistry
subjects Alcohols
Aldehydes
Anti-HIV Agents - chemical synthesis
Anti-HIV Agents - chemistry
Benzopyrans - chemical synthesis
Benzopyrans - chemistry
Carbon
Catalysis
Catalysts
Chemical reactions
Chemical synthesis
Chemistry
Chemistry, Organic - methods
Diones
HIV 1
Human immunodeficiency virus 1
Molecular Structure
Molecules
Natural Product Synthesis Special Feature
Nucleophiles
Physical Sciences
Piperazines
Reactivity
Room temperature
Stereoisomerism
title A Nucleophile-Catalyzed Cycloisomerization Permits a Concise Synthesis of (+)-Harziphilone
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