Chemical and Pharmaceutical Bulletin p. 570 - 572 (1997)
Update date:2022-08-05
Topics:
Yoshikawa, Masayuki
Murakami, Toshiyuki
Yagi, Nobuhiro
Murakami, Nobutoshi
Yamahara, Johji
Matsuda, Hisashi
Maeda, Hatsuo
Ohmori, Hidenobu
Indirect anodic oxidation of soyasapogenol B (3β,22β,24- trihydroxyolean-12-ene) was carried out using KI as a mediator in t-BuOH- H2O solution, so that the 3-ketone derivative was obtained as the only oxidation product in a favorable yield. As a result of application to various polyhydroxylated triterpenes, selective electrochemical oxidation was shown to occur in the C-3 hydroxyl group of the polyhydroxyl triterpenes with the C-24 hydroxyl group. The reaction pathway is discussed.
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