Abstract
A study has been made of the catalytic activity of a number of proton acids and Lewis acids, amongst which mercury salts were particularly active, in the cyclization of N-phenylethanolamine vinyl ether to 2-methyl-3-phenyloxazolidine. A method for the preparative synthesis of 2-methyloxazolidines has been developed.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
B. F. Kukharev, V. K. Stankevich, and V. A. Kukhareva, Khim. Geterotsikl. Soedin., No. 4, 533 (1986).
L. Knorr and H. Mattes, Ber., 34, 3484 (1901).
D. L. Rakhmankulov, V. V. Zorin, F. N. Latypova, S. S. Zlotskii, and R. A. Karakhanov, Khim. Geterotsikl. Soedin., No. 4, 435 (1982).
O. A. Tarasova, B. A. Trofimov, M. L. Al'pert, N. I. Ivanova, S. V. Amosova, and M. G. Voronkov, Zh. Org. Khim., 17, 2628 (1981).
M. F. Shostakovskii and I. A. Chekulaeva, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 146 (1955).
M. F. Shostakovskii and I. A. Chekulaeva, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 1111 (1954).
B. F. Kukharev, V. K. Stankevich, V. P. Terent'eva, and V. A. Kukhareva, Zh. Org. Khim., 20, 1344 (1984).
E. D. Bergmann, Chem. Revs., 53, 309 (1953).
L. E. Conlon and W. A. Watanabe, US Patent No. 2817663; Chem. Abs., 52, 7363 (1958).
N. Kh. Maksudov, M. M. Makhamatkhanov, A. Aripov, and Zh. Seitkasymov, Uz. Khim. Zh., No. 2, 70 (1978).
Author information
Authors and Affiliations
Additional information
For Communication 1, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 536–538, April, 1986.
Rights and permissions
About this article
Cite this article
Kukharev, B.F., Stankevich, V.K., Klimenko, G.R. et al. Oxazolidines. 2. Synthesis of 2-methyloxazolidines by cyclization of vinyl ethers of 1, 2-amino alcohols. Chem Heterocycl Compd 22, 440–442 (1986). https://doi.org/10.1007/BF00542787
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00542787