SYNTHESIS OF ALL 4 ISOMERS OF (E)-4,5-DIHYDROXYDEC-2-ENAL USING OSMIUM-CATALYZED ASYMMETRIC DIHYDROXYLATION

Authors
ALLEVI P TAROCCO G LONGO A ANASTASIA M CAJONE F
Citation
P. Allevi et al., SYNTHESIS OF ALL 4 ISOMERS OF (E)-4,5-DIHYDROXYDEC-2-ENAL USING OSMIUM-CATALYZED ASYMMETRIC DIHYDROXYLATION, Tetrahedron : asymmetry, 8(8), 1997, pp. 1315-1325
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
8
Year of publication
1997
Pages
1315 - 1325
Database
ISI
SICI code
0957-4166(1997)8:8<1315:SOA4IO>2.0.ZU;2-9
Abstract
The enantioselective synthesis of the four possible isomers of (E)-4,5 -dihydroxydec-2-enal, a cytotoxic product formed in peroxidised liver microsomal lipids, is accomplished via a Sharpless AD reaction alone o r associated as appropriate with a regioselective epimerisation of one of the introduced hydroxy groups. (C) 1997 Elsevier Science Ltd.