Abstract
The stereochemistry of the reaction of 3-hydroxybenzo[b]quinuclidine with organometallic compounds was studied. It was observed that 3-aryl-3-hydroxybenzo[b]quinuclidines are readily converted to 3-arylquinolines on heating with acetic anhydride.
Similar content being viewed by others
Literature cited
A. D. Yanina, K. F. Turchin, E. E. Mikhlina, L. N. Yakhontov, and Yu. N. Sheinker, Khim.Geterotsikl. Soedin., 222 (1972).
K. F. Turchin, E. E. Mikhlina, Ya. D. Yanina, V. Ya. Vorob'eva, L. N. Yakhontov, and Yu. N. Sheinker, Khim. Geterotsikl. Soedin., 981 (1971).
R. A. Abramovitch and C. S. Giam, Can. J. Chem., 42, 1627 (1964).
E. E. Mikhlina and M. V. Rubtsov, Zh. Obshch. Khim., 29, 2337 (1959).
C. E. Johnson and F. A. J. Bovey, J. Chem. Phys., 29, 1012 (1958).
E. Eliel, N. Allinger, S. Angyal, and T. Morrison, Conformational Analysis, Wiley (1965), p. 13.
A. D. Yanina, E. E. Mikhlina, K. A. Zaitseva, M. D. Mashkovskii, and L. N. Yakhontov, Khim.-Farmats. Zh., No. 8, 7 (1969).
P. J. Black and M. L. Heffernan, Austr. J. Chem., 17, 558 (1964).
E. Diaz and P. Joseph-Nathan, Spectrochim. Acta, 25A, 1547 (1969).
H. Hübner, Ber., 41, 482 (1908).
D. L. Hammick and A. M. Roe, J. Chem. Soc., 4545 (1952).
Author information
Authors and Affiliations
Additional information
See [2] for communication II.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 839–843, June, 1973.
Rights and permissions
About this article
Cite this article
Mikhlina, E.E., Turchin, K.F., Yanina, A.D. et al. Stereochemistry of benzo[b]quinuclidines. Chem Heterocycl Compd 9, 772–776 (1973). https://doi.org/10.1007/BF00472330
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00472330