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Paper | Regular issue | Vol 31, No. 3, 1990, pp.499-503
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5235
The Formation of 3,10β-Epoxy-B-homotriterpenes from 8β-Hydroxycycloartanyl Derivatives

Hiroshi Sakamaki,* Masanobu Ando, Hiroshi Sekine, Taro Matsumoto, Tsukasa Iwadare, and Yoshiyuki Ichinohe

*College of Science and Technology, Nihon University, 7-24-1 Narashinodai, Funabashi-shi, Chiba 274-0063, Japan


Treatment of 3β,8β-dihydroxycycloartan-7-one (1b) with p-toluenesulfonic acid gave 3β,10β-epoxy-9,10-secocycloart-8-en-7-one (2), 3β-hydroxy-9,10-secocycloarta-1(10),8(9)-dien-7-one (3) and an unidentified compound (4). In addition, transformations of tetrahdyropyranyl and ethoxyethyl derivatives (1c and 1d) into 2 with acid catalysts are described.