Methodology for regioselective synthesis of substituted pyridines via intramolecular oximino malonate hetero Diels-Alder reactions

Douglas C. Bland, Brian C. Raudenbush, Steven M. Weinreb

Research output: Contribution to journalArticle

26 Scopus citations

Abstract

(Matrix Presented) Various substituted pyridines can be prepared regioselectively by a sequence involving an intramolecular thermal or high-pressure Diels-Alder cycloaddition of an oximino malonate dienophile tethered to a dienic carboxylic acid, followed by mild aromatization of the resulting cycloadduct with cesium carbonate in DMF at room temperature.

Original languageEnglish (US)
Pages (from-to)4007-4008
Number of pages2
JournalOrganic Letters
Volume2
Issue number25
DOIs
StatePublished - Dec 14 2000

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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