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

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

doi:10.1021/ol0169776

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

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

Research output: Contribution to journal › Article › peer-review

73 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 language	English (US)
Pages (from-to)	493-496
Number of pages	4
Journal	Organic Letters
Volume	4
Issue number	4
DOIs	https://doi.org/10.1021/ol0169776
State	Published - Feb 21 2002
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0169776

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title = "Reactive dienes: Intramolecular aromatic oxidation of 3-(2-hydroxyphenyl)-propionic acids",

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.",

author = "Ioana Drutu and Njardarson, \{J{\'o}n T.\} and Wood, \{John L.\}",

year = "2002",

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AU - Drutu, Ioana

AU - Njardarson, Jón T.

AU - Wood, John L.

PY - 2002/2/21

Y1 - 2002/2/21

N2 - (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.

AB - (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.

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UR - https://www.scopus.com/pages/publications/0001677413#tab=citedBy

U2 - 10.1021/ol0169776

DO - 10.1021/ol0169776

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JO - Organic Letters

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

Abstract

ASJC Scopus subject areas

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