Reaction of 3-keto and 2-ketotriterpenoids with 3-chloroperoxybenzoic acid in aliphatic alcohols. A new method of preparation of α-hydroxy ketones

J Sejbal, J Klinot, A Vystrčil

文献索引：Sejbal, Jan; Klinot, Jiri; Vystrcil, Alois Collection of Czechoslovak Chemical Communications, 1987 ,  vol. 52,  # 4  p. 1052 - 1061

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被引用次数: 8

摘要

Abstract 19β, 28-Epoxy-18α-oleanan-3-one (I), 19β, 28-epoxy-24-nor-18α-oleanan-3-one (XIV) and 3-lupanone (XVII) are hydroxylated with 3-chloroperoxybenzoic acid in the presence of methanol or ethanol and 0.01-0.1% of sulfuric acid in position 2α. Hydroxy ketones VII, XV, and XVI are formed, respectively. The reaction is sensitive to the concentration of sulfuric acid; beyond this concentration range predominantly various 3, 4- ...