A new oxidation process. Transformation of gem-bishydroperoxides into esters

A new oxidation process has been found where α,ω-dicarboxylic acid esters and ω-hydroxycarboxylic acid esters are formed on heating gem-bishydroperoxides in alcohol in the presence of BF3·Et2O. By addition of H2O2 to this reaction α,ω-dicarboxylic acid esters are formed almost selectively.

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Bibliographic Details
Published in:Open Chemistry 2006-06, Vol.4 (2), p.207-215
Main Authors: Terent’ev, Alexander, Platonov, Maxim, Kutkin, Alexander
Format: Article
Language:English
Subjects:
boron trifluoride
gem-bishydroperoxides
hydrogen peroxide
Oxidation
α,ω-diearboxylic acid esters
ω-hydroxycarboxylic acid esters
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Description
Summary:A new oxidation process has been found where α,ω-dicarboxylic acid esters and ω-hydroxycarboxylic acid esters are formed on heating gem-bishydroperoxides in alcohol in the presence of BF3·Et2O. By addition of H2O2 to this reaction α,ω-dicarboxylic acid esters are formed almost selectively.
ISSN:2391-5420
2391-5420
DOI:10.2478/s11532-006-0012-6