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Lewis acid catalysed rearrangement of triterpenoids
A CHATTERJEE, S MUKHOPADHYAY, K CHATTOPADHYAY
Published in -
1976
Volume: 32
   
Issue: 24
Pages: 3051 - 3053
Abstract
From the whole plant of Opuntia vulgaris Mill (Cactaceae), four known triterpenoids friedelin, friedelan, 3α-ol, taraxerone and taraxerol, have been isolated. Friedelan 3β-ol and friedelan-3α-ol undergo a novel rearrangement with boron tribromide. Taraxeryl-acetate gives the expected β-amyrin acetate which undergoes further reactions to δ-amyrin acetate. Friedelan 3β-ol rearranges on treatment with boron trifluoride to give mainly olean 13 (18)-ene and olean 12-ene, together with an unexpected epimeric product. Mechanisms are suggested for these various reactions. © 1976.
About the journal
JournalTetrahedron
Publisher-
ISSN0040-4020