Abstract

Abstract 13αH-Olean-18-ene derivatives (4 and 5) were prepared from olean-12-en-19-one derivatives (6 and 24, respectively) by a forced Wolff–Kishner reduction and subsequent acetylation and methylation. Methyl 2,3-di-O-acetylarjunate (15) was transformed, via 16 and 17, into a 13βH-olean-18-ene derivative (21), which proved to be not identical with 4. A 13αH-configuration was therefore shown for 4. A signal due to a C(19)–H of the 13αH-olefins (4 and 5) was observed at δ 5.30, while that of the 13βH-olefin (21) at δ 5.10.

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