Literature DB >> 15232001

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

Lucy M Stark1, Klaus Pekari, Erik 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.

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Year:  2004        PMID: 15232001      PMCID: PMC514435          DOI: 10.1073/pnas.0402563101

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  13 in total

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9.  Organocatalytic Michael cycloisomerization of bis(enones): the intramolecular Rauhut-Currier reaction.

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10.  The vinylogous intramolecular Morita-Baylis-Hillman reaction: synthesis of functionalized cyclopentenes and cyclohexenes with trialkylphosphines as nucleophilic catalysts.

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2.  Total synthesis of (+/-)-mitorubrinic acid.

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