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Reaction of 3-acetoxy-(2,3),(19β,28)-diepoxyoleanane with cyclic and linear amines
Authors:I A Tolmacheva  L N Shelepen’kina  A S Shashkov  V V Grishko  V A Glushkov  A G Tolstikov
Institution:(1) Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences, 614013 Perm’, ul. Koroleva, 3;(2) N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Leninskii prosp., 47
Abstract:A mixture of diastereomeric 3-acetoxy-(2,3),(19β,28)-diepoxyoleananes was prepared via reaction of 3-acetoxy-19β,28-epoxyolean-2-ene with m-chloroperbenzoic acid. Directed rearrangement of these formed 2β-acetoxy-19β,28-epoxyolean-3-one whereas heating of them in amines produced oleanane-type enamines. __________ Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 127–131, March–April, 2007.
Keywords:triterpenoids  oleanane  allobetulone  enamines    -acetoxyketone
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