Chemistry of Natural Compounds

, Volume 25, Issue 4, pp 416–423 | Cite as

Cyclization and rearrangements of diterpenoids. VIII. Products of dehydration of (1S,2S,7S,10R,11S,12S)-2,6,6,10,12-pentamethyltetracyclo[,10.02,7]-pentadecan-11-ol by phosphorus oxychloride

  • N. D. Ungur
  • A. N. Barba
  • S. T. Malinovskii
  • P. F. Vlad


On the dehydration of (1S, 2S, 7S, 10R, 11S, 12S)-2,6,6,10,12-pentamethyltetracyclo[,10.02,7]pentadecan-11-ol by phosphorus oxychloride in pyridine a mixture of three hydrocarbons is formed: the known (1R, 2S, 7S, 10S, 11R, 12S, 13S)-2,6,6,10,12-pentamethyltetracyclo[,10.02,7.011,13]pentadecane and the previously undescribed (1R, 2S, 7S, 10S, 11S)-2,6,6,10,12-pentamethyltetra-cyclo[,10.02,7]pentadeca-12-ene and (1R, 2S, 7S, 10S, 11S)-2,6,6,10-tetramethyl-12-methylenetetracyclo[,10.02,7]pentadecane, based on a new carbon skeleton.


Hydrocarbon Petroleum Ether Phosphorus Oxychloride Pentadecane Labdane 


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Copyright information

© Plenum Publishing Corporation 1990

Authors and Affiliations

  • N. D. Ungur
  • A. N. Barba
  • S. T. Malinovskii
  • P. F. Vlad

There are no affiliations available

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