Synthesis of A-Pentacyclic Triterpene α,β-Alkenenitriles

@article{Pereslavtseva2014SynthesisOA,
  title={Synthesis of A-Pentacyclic Triterpene $\alpha$,$\beta$-Alkenenitriles},
  author={A. Pereslavtseva and I. A. Tolmacheva and P. Slepukhin and O. S. El′tsov and I. Kucherov and V. Eremin and V. V. Grishko},
  journal={Chemistry of Natural Compounds},
  year={2014},
  volume={49},
  pages={1059-1066}
}
A-seco-triterpenoids with a methylketone group were synthesized from epimeric 3-hydroxy-3-methyl-1-cyano-2,3-seco-triterpenoids of the lupane and 19β,28-epoxy-18αH-oleanane types, which were formed by a Grignard reaction. The resulting methylketones underwent under base-catalysis conditions an intramolecular cyclization to form A-pentacyclic β-substituted alkenenitriles. The synthesized compounds included 3-methyl-1-cyano-19β,28-epoxy-2,3-seco-2-nor-18αH-olean-3-one and methyl 3-methyl-1-cyano… Expand

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