REACTION OF ISOLATED DOUBLE-BONDS WITH SELENIUM DIOXIDE HYDROGEN-PEROXIDE - FORMATION OF NOVEL SELENITE ESTERS

Authors
KNOTHE G GLASS RS SCHROEDER TB BAGBY MO WEISLEDER D
Citation
G. Knothe et al., REACTION OF ISOLATED DOUBLE-BONDS WITH SELENIUM DIOXIDE HYDROGEN-PEROXIDE - FORMATION OF NOVEL SELENITE ESTERS, Synthesis, (1), 1997, pp. 57
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
1
Year of publication
1997
Database
ISI
SICI code
0039-7881(1997):1<57:ROIDWS>2.0.ZU;2-U
Abstract
The reaction of the SeO2/H2O2 system with long-chain olefinic compound s was investigated. The products sequence is epoxides --> selenite est ers --> vicinal diols (three diastereomers). Structure elucidation of the novel selenite esters by NMR studies including Se-77-NMR and lanth anide shift experiments showed that they are a mixture of cis/trans is omers. The SeO2/H2O2 system thus presents a novel possibility for the synthesis of selenites.