Literature DB >> 7564912

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

P H Dussault1, I Q Lee, C T Eary.   

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.

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Year:  1995        PMID: 7564912     DOI: 10.1007/BF02536994

Source DB:  PubMed          Journal:  Lipids        ISSN: 0024-4201            Impact factor:   1.880


  2 in total

Review 1.  Lipoxygenases, nonheme iron-containing enzymes.

Authors:  G A Veldink; J F Vliegenthart
Journal:  Adv Inorg Biochem       Date:  1984

2.  The resolution of racemic hydroperoxides: a chromatography-based separation of perketals derived from arachidonic, linoleic, and oleic acid hydroperoxides.

Authors:  N A Porter; P Dussault; R A Breyer; J Kaplan; J Morelli
Journal:  Chem Res Toxicol       Date:  1990 May-Jun       Impact factor: 3.739

  2 in total

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