Dussault P H, Lee I Q, Eary C T
Department of Chemistry, University of Nebraska-Lincoln 68588-0304, USA.
Lipids. 1995 Jul;30(7):591-4. doi: 10.1007/BF02536994.
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.
