Reactive dienes: Intramolecular aromatic oxidation of 3-(2-hydroxyphenyl)-propionic acids

Ioana Drutu, Jón T. Njardarson, John L. Wood

Research output: Contribution to journalArticlepeer-review

67 Scopus citations

Abstract

(formula presented) Treatment of 3-(2-hydroxyphenyl)-propionic acids with a hypervalent iodine reagent in the presence of a dienophile initiates a tandem intramolecular aromatic oxidation/Diels-Alder reaction. Herein we report (1) investigations on the scope and limitations of this novel reaction combination and (2) preliminary diastereoselectivity studies using α- and β-substituted acids.

Original languageEnglish (US)
Pages (from-to)493-496
Number of pages4
JournalOrganic Letters
Volume4
Issue number4
DOIs
StatePublished - Feb 21 2002
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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