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Oxidation of Cage Derivatives of Quinopimaric Acid.

Authors :
Vafina, G. F.
Lobov, A. N.
Source :
Russian Journal of Organic Chemistry. Mar2024, Vol. 60 Issue 3, p423-429. 7p.
Publication Year :
2024

Abstract

The oxidation of cage compounds derived from quinopimaric acid, namely γ-diketone, oxa-"bird cage," 18-chloro-15-oxa-"bird cage," and 16-sulfanyl-15-oxa-"bird cage," was studied using a number of oxidating agents, including sodium percarbonate in trifluoroacetic acid at 0°C, 36% hydrogen peroxide in acetone at room temperature, and tert-butyl hydroperoxide in the presence of MoCl5 in boiling benzene. It was shown for the first time that the oxidation of diterpene oxa-"bird cages" led to the formation of mixtures of keto lactones (Baeyer–Villiger oxidation products), in which 7,10-dioxo-6-oxaheptacyclo[11.8.0.03,8.04,12.05,11.09,13.016,21]heneicosane was the major component. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
10704280
Volume :
60
Issue :
3
Database :
Academic Search Index
Journal :
Russian Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
177775813
Full Text :
https://doi.org/10.1134/S1070428024030084