58262-43-4Relevant articles and documents
TETRACYCLIC TRITERPENES. X. SOLVENT EFFECT IN REACTIONS OF TETRASUBSTITUTED TRITERPENOIDAL OLEFINS WITH OZONE. AN ALLYLIC OXIDATION
Paryzek, Zdzislaw,Martynow, Jacek
, p. 2130 - 2136 (2007/10/02)
The highly hindered 8,9 double bond in lanostane derivatives was found susceptible to oxidation with ozone.The reaction depends on the polarity of the solvent.It is proposed that the structure of the initial complex formed between the olefin and ozone is influenced by the reaction medium.Reaction of 3β-acetoxy-5α-lanost-8-ene with ozone gives 8α,9α-epoxide in methylene chloride, while 3β-acetoxy-5-α-lanost-8-en-7-one, an allylic oxidation product, is the main compound formed in ethyl acetate.