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ChemInform
Article . 2004 . Peer-reviewed
License: Wiley Online Library User Agreement
Data sources: Crossref
Journal of the American Chemical Society
Article . 2004 . Peer-reviewed
Data sources: Crossref
Journal of the American Chemical Society
Article . 2004
Data sources: Europe PubMed Central
https://dx.doi.org/10.1021/ja0...
Article
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https://dx.doi.org/10.1002/chi...
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Total Synthesis of (±)-Perophoramidine

descriptionPublicationkeyboard_double_arrow_right Article , Other literature type 02 Apr 2004 English Publisher:American Chemical Society (ACS)Journal:Journal of the American Chemical Society, volume 126, pages 5,068-5,069 (issn: 0002-7863, eissn: 1520-5126, Copyright policy )
Authors: James R, Fuchs; Raymond L, Funk;

doi: 10.1021/ja049569g , 10.1002/chin.200435198

pmid: 15099080

Total Synthesis of (±)-Perophoramidine

Abstract

The first total synthesis of racemic perophoramidine is described. The key step features the highly stereoselective introduction of the vicinial quaternary centers via base-promoted carbon-carbon bond formation between a 3-alkylindole and a 3-bromo-3-alkylindolin-2-one. This transformation presumably proceeds through a conjugate addition or Diels-Alder cycloaddition of the 3-alkylindole with a 3-alkylindol-2-one intermediate.

Related Organizations
Keywords

Lactones, Molecular Structure, Cyclization, Hydrocarbons, Halogenated, Stereoisomerism, Heterocyclic Compounds, 4 or More Rings

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
162
Top 1%
Top 1%
Top 10%
hybrid