Synthesis of E,E-diene hydroperoxides via photoisomerization of protected hydroperoxides

Patrick H Dussault, I. Q. Lee, C. T. Eary

Research output: Contribution to journalArticle

Abstract

A general approach to E,E-diene hydroperoxides is described based upon photoisomerization of readily available Z,E-diene monoperoxyketals. Protection of a Z,E-diene hydroperoxide as the 2-methoxypropyl peroxyketal is followed by iodine-mediated photoisomerization to produce a mixture enriched in the E,E isomer. After chromatographic purification, deprotection of the peroxyketal with mild acid furnishes the E,E-diene hydroperoxide.

Original languageEnglish (US)
Pages (from-to)591-594
Number of pages4
JournalLipids
Volume30
Issue number7
DOIs
StatePublished - Jul 1 1995

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Photoisomerization
hydroperoxides
Hydrogen Peroxide
synthesis
iodine
Iodine
Isomers
Purification
isomers
Acids
acids

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Cell Biology

Cite this

Synthesis of E,E-diene hydroperoxides via photoisomerization of protected hydroperoxides. / Dussault, Patrick H; Lee, I. Q.; Eary, C. T.

In: Lipids, Vol. 30, No. 7, 01.07.1995, p. 591-594.

Research output: Contribution to journalArticle

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