caa a22 4500 60553117X CHVBK 20210128100827.0 cr unu---uuuuu 210128e20150201xx s 000 0 eng 10.1134/S1070428015020219 doi (NATIONALLICENCE)springer-10.1134/S1070428015020219 Oxidative lactonization of oleanane and ursane acids by treating with ozone [Elektronische Daten] [E. Husnutdinova, A. Lobov, O. Kukovinets, V. Kataev, O. Kazakova] Features of process of oxidative lactonization of 3-oxooleanolic and 3-oxoursolic acids under treatment with ozone were established. The similarity of the processes consists in generation of 3-oxooleanolic or 3-oxoursolic 13β,28-lactones with 12-oxo or 12-hydroxy group. In the case of ursane derivative the generation exclusively of compounds with β-oriented 12-hydroxy group was observed, in the case of oleanane lactones prevailingly compounds with α-oriented 12-hydroxy group were obtained. The processes differ by the generation of the product of allylic oxidation, 3,11-dioxoursolic acid, or the isolation of the product of the lactone cycle opening with participation of the solvent, 3,12-dioxoolean-28-olic acid. Pleiades Publishing, Ltd., 2015 Husnutdinova E. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Russia aut Lobov A. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Russia aut Kukovinets O. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Russia aut Kataev V. Arbusov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Tatarstan, Russia aut Kazakova O. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Russia aut Russian Journal of Organic Chemistry Pleiades Publishing 51/2(2015-02-01), 261-268 1070-4280 51:2<261 2015 51 11178 https://doi.org/10.1134/S1070428015020219 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1134/S1070428015020219 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Husnutdinova E. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Russia aut NATIONALLICENCE 700 1- Lobov A. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Russia aut NATIONALLICENCE 700 1- Kukovinets O. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Russia aut NATIONALLICENCE 700 1- Kataev V. Arbusov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Tatarstan, Russia aut NATIONALLICENCE 700 1- Kazakova O. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Russia aut NATIONALLICENCE 773 0- Russian Journal of Organic Chemistry Pleiades Publishing 51/2(2015-02-01), 261-268 1070-4280 51:2<261 2015 51 11178