SYNTHESIS OF E,E-DIENE HYDROPEROXIDES VIA PHOTOISOMERIZATION OF PROTECTED HYDROPEROXIDES

Authors
DUSSAULT PH LEE IQ EARY CT
Citation
Ph. Dussault et al., SYNTHESIS OF E,E-DIENE HYDROPEROXIDES VIA PHOTOISOMERIZATION OF PROTECTED HYDROPEROXIDES, Lipids, 30(7), 1995, pp. 591-594
Citations number
15
Categorie Soggetti
Biology
Journal title
Lipids → ACNP
ISSN journal
00244201
Volume
30
Issue
7
Year of publication
1995
Pages
591 - 594
Database
ISI
SICI code
0024-4201(1995)30:7<591:SOEHVP>2.0.ZU;2-Y
Abstract
A general approach to E,E-diene hydroperoxides is described based upon photoisomerization oi readily available Z,E-diene monoperoxyketals. P rotection of a Z,E-diene hydroperoxide as the 2-methoxypropyl peroxyke tal is followed by iodine-mediated photoisomerization to produce a mix ture enriched in the E,E isomer. After chromatographic purification, d eprotection of the peroxyketal with mild acid furnishes the E,E-diene hydroperoxide.