5916-19-8Relevant academic research and scientific papers
β-amyrin acetate epoxide from Canarina canariensis
Gaydou, Emile M.,Faure, Robert,Wollenweber, Eckhard
, p. 1115 - 1118 (1996)
Among the triterpenoids isolated from the leaf wax of Canarina canariensis, a new oleanane derivative, 3β-acetoxy-12α,13α-epoxyoleanane, has been identified. When deuterochloroform is used as NMR solvent, the compound isomerizes to 3β-acetoxyoleanan-12-one. The structural formulae of these compounds were established from one- and two-dimensional NMR data.
Chromyl Halide Oxidation of Steroid Alkenes
Barrett, Anthony G. M.,Barton, Derek H. R.,Tsushima, Tadahiko
, p. 639 - 642 (2007/10/02)
Ergosteryl acetate and CrO2F2 gave 3β-acetoxy-6α-fluoroergosta-7,22-dien-5α-ol.Cholesteryl acetate and CrO2Cl2 gave the α- and β-epoxides, the 5α-chloro-6-ketone, and both 5α,6β-chlorohydrins; cis-chlorohydrins were not detected.Cholesteryl acetate and CrO2F2 gave both epoxides and the 5α-fluoro-6β-alcohol.Unexpectedly, 9,11-dehydrotigogenin acetate and CrO2F2 gave only the 9,11-epoxides with the β-form predominating (5:1).The absence of cis-halogenohydrin formation from simple olefins and CrO2X2 (X = F, Cl) is in conflict with recent studies on acyclic and monocyclic alkenes.
