Ozonolysis of 18α-Oleanane triterpenoid with an alkenenitrile moiety in the five-membered ring A

@article{Grishko2018OzonolysisO1,
  title={Ozonolysis of 18$\alpha$-Oleanane triterpenoid with an alkenenitrile moiety in the five-membered ring A},
  author={V. V. Grishko and N. V. Galaiko and E. V. Igosheva and M. V. Dmitriev},
  journal={Tetrahedron},
  year={2018},
  volume={74},
  pages={4489-4494}
}
Abstract A novel synthetic protocol of ozonolytic cleavage of 18α-oleanane triterpenoid with the five-membered α,β-alkenenitrile moiety dissolved in dichloromethane to selectively synthesize a 1,3-secotriterpene derivative with 78% yield was developed. Spontaneous condensations of the synthesized 19β,28-epoxy-1,3-seco-2-nor-18α-olean-3-al-1-oic acid followed by formation of unsubstituted 1,3- and 1,4-lactones were registered in reactions with sodium borohydride as a reducing reagent or oxalyl… Expand
2 Citations

References

SHOWING 1-10 OF 21 REFERENCES
Functionalization, cyclization and antiviral activity of A-secotriterpenoids.
Advances in Chemistry and Pharmacology of Triterpenoid Synthetic Dimers.
Synthesis of 4,5-Seco-Derivatives of Allobetulin
...
1
2
3
...