Tetrahedron p. 11459 - 11488 (1994)
Update date:2022-08-05
Topics:
Tkachev, Alexey V.
Denisov, Alexey Yu.
Gatilov, Yuri V.
Bagryanskaya, Irina Yu.
Shevtsov, Sergey A.
Rybalova, Tatjana V.
Stereochemistry of a number of oxidized derivatives or ursolic acid was established using NMR data and X-ray analysis. Full signal assignments were made in 1H and 13C NMR spectra of 26 natural and synthetic ursane type triterpenoids. Possible mechanisms of oxidation of ursolic acid and related compounds by peracids, as well as mechanisms of secondary processes, were formulated basing on chemical behavior and molecular mechanics calculations of the starting materials and certain intermediate species.
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