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

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

Research output: Contribution to journalArticlepeer-review


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
Issue number7
StatePublished - Jul 1995
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Cell Biology


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