Efficient generation and use of 3-carboalkoxycyclopentadienone as a Diels-Alder dienophile

M. H. Nantz, P. L. Fuchs

Research output: Contribution to journalArticle

25 Scopus citations

Abstract

Treatment of benzyl 4-oxo-1-(phenylsulfonyl)cyclopent-2-ene-1-carboxylate (11) with amine base provides in situ generation of the cyclopentadienone moiety which has been shown to react with various dienes. Reaction temperature decreases up to 100°C were noted for these activated substrates by comparison to the corresponding "nonactivated" 3-carboalkoxycyclopentenone cycloadditions.

Original languageEnglish (US)
Pages (from-to)5298-5299
Number of pages2
JournalJournal of Organic Chemistry
Volume52
Issue number23
StatePublished - 1987
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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