Conclusions
Secondary cyclic alcohols with C5-C8 ring size are oxidized by the lead tetraacetate-metal chloride or bromide system in three directions: with ring cleavage and the formation of ω-haloalkanals and without ring cleavage with the formation of the corresponding ketones and also, for C7-C8, 1,4-epoxycycloalkanes.
Similar content being viewed by others
Literature cited
G. I. Nikishin and N. I. Kapustina, Izv. Akad. Nauk SSSR, Ser. Khim., 1345 (1984).
N. I. Kapustina, A. Yu. Popkov, R. G. Gasanov, and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim., 2327 (1988).
N. I. Kapustina, A. Yu. Popkov, and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim., 2466 (1986).
S. S. Spektor, N. I. Kapustina, E. P. Kaplan, and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim., 1140 (1979).
G. C. Levy and G. L. Nelson, Carbon-13 Nuclear Magnetic Resonance for Organic Chemists, Wiley, New York (1972).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2538–2542, November, 1988.
Rights and permissions
About this article
Cite this article
Kapustina, N.I., Popkov, A.Y. & Nikishin, G.I. Oxidation of secondary cycloalkanols by the lead tetraacetate-metal halide system. Russ Chem Bull 37, 2289–2293 (1988). https://doi.org/10.1007/BF00959880
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00959880