Abstract
The hydrocarbon fractions of the products of the cyclization of manool and sclareol by a mixture of conc. sulfuric and formic or acetic acids have been investigated. It has been established that they contain, in addition to the Δ8/9-pimaradiene, Δ8(9)-isopimaradiene, roasadiene, and 13-epirosadiene identified previously, the tetracyclic hydrocarbons (1R, 2S, 7S, 11S, 12R, 13R)-2, 6, 6, 11, 13-pentamethyl-tetracyclo [10.2.1.01.10.02.7] pentadeca-9-ene and (1S, 2R, 11S, 12R, 1R)-2, 7, 7, 11, 15-pentamethyltetracyclo[10.2.1.02.11.03.8] pentadeca(8)-ene.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
P. F. Vlad, N. D. Ungur, and M. N. Koltsa, Tetrahedron,39, 3947 (1983).
C. Asselineau and S. Bory, Bull. Soc. Chim. France, No. 7, 1355 (1961).
T. McCreadie and K. H. Overton, J. Chem. Soc. (C), No. 2, 312 (1971).
P. F. Vlad, N. D. Ungur, A. N. Barba, L. E. Tatarova, Yu. V. Gatilov, D. V. Korchagina, I. Yu. Bagryanskaya, V. P. Gatilova, E. N. Shmidt, and V. A. Barkhash, Zh. Org. Khim.,22, 2519 (1986).
P. F. Vlad, N. D. Ungur, A. N. Barba, D. V. Korchagina, I. Yu. Bagryanskaya, Yu. V. Gatilov, V. P. Gatilova, and V. A. Barkhash, Khim. Prir. Soedin., 198 (1988).
T. Norin and Z. Westfelt, Acta Chem. Scand.,17, 1829 (1963).
Additional information
Institute of Chemistry of the Moldavian SSR Academy of Sciences, Kishinev. Translated from Khimiya Prirodnykh Soedinii, No. 5, pp. 719–721, September–October, 1988.
Rights and permissions
About this article
Cite this article
Ungur, N.D., Barba, A.N. & Vlad, P.F. Cyclization and rearrangement of diterpenoids. VII. Composition of the hydrocarbon fraction of a mixture of the products of cyclization of manool and sclareol by ordinary acids. Chem Nat Compd 24, 612–614 (1988). https://doi.org/10.1007/BF00633391
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00633391