Chemoselective oxidation of oleanolic acid derivatives with ozone

A method for preparing methyl esters of 12-oxoolean-28-oic and 3,12-dioxoolean-28-oic acids via ozonolysis of oleanolic acid methyl ester in CH 2 Cl 2 at –60°C was proposed. It was found that oxidation of 2-cyano3,4-seco-4(23)-oleanenoic acid was chemoselective depending on the amount of ozone used....

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Bibliographic Details
Published in:Chemistry of natural compounds 2010-07, Vol.46 (3), p.397-399
Main Authors: Kazakova, O. B., Medvedeva, N. I., Kukovinets, O. S., Tolstikov, G. A., Khusnutdinova, E. F., Zaprutko, L., Bednarczyk-Cwynar, B., Paryzek, Z.
Format: Article
Language:English
Subjects:
Air pollution
Chemical properties
Esters
Liver diseases
Medicine
Nitriles
Organic Chemistry
Oxidation-reduction reaction
Pharmacy
Plant Sciences
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Summary:A method for preparing methyl esters of 12-oxoolean-28-oic and 3,12-dioxoolean-28-oic acids via ozonolysis of oleanolic acid methyl ester in CH 2 Cl 2 at –60°C was proposed. It was found that oxidation of 2-cyano3,4-seco-4(23)-oleanenoic acid was chemoselective depending on the amount of ozone used.
ISSN:0009-3130
1573-8388
DOI:10.1007/s10600-010-9627-0