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

Ioana Drutu, Jon T Njardarson, John L. Wood

Research output: Contribution to journalArticle

67 Citations (Scopus)

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

Fingerprint

propionic acid
Diels-Alder reactions
Cycloaddition Reaction
dienes
Iodine
iodine
reagents
Oxidation
oxidation
acids
Acids
3-(2-hydroxyphenyl)propionic acid

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Reactive dienes : Intramolecular aromatic oxidation of 3-(2-hydroxyphenyl)-propionic acids. / Drutu, Ioana; Njardarson, Jon T; Wood, John L.

In: Organic Letters, Vol. 4, No. 4, 21.02.2002, p. 493-496.

Research output: Contribution to journalArticle

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