Conclusions
As the result of the reaction of cyclopentanol and cyclohexanol with the Pb(OAc)4-LiCl and Pb(OAc)4-Cu(OAc)2 systems, ω-formylalkyl radicals CH2(CH2)n+1CHO (n=2, 3) are formed, which are oxidized by these systems into ω-chloroalkanals and ω-alkenals, respectively.
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G. I. Nikishin, N. I. Kapustina, S. S. Spektor, and E. N. Kaplan, Izv. Akad. Nauk. SSSR, Ser. Khim., 1548 (1979).
N. I. Kapustina, S. S. Spektor, and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim., 1541 (1983).
M. Lj. Mihailović, Z. Čeković, V. Andrejević, R. Matić, and D. Jeremic, Tetrahedron,24, 4947 (1968).
C. Walling and A. Padma, J. Am. Chem. Soc.,85, 1593 (1963).
F. Flies, R. Lalande, and B. Maillard, Tetrahedron Lett., 439 (1976).
L. Fieser and M. Fieser, Reagents for Organic Synthesis [Russian translation], Vol. 3, Inostr. Lit., Moscow (1970), p. 208.
M. S. Kharasch, M. N. Friedlander, and W. H. Urry, J. Org. Chem.,16, 533 (1951).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1345–1348, June, 1984.
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Nikishin, G.I., Kapustina, N.I. Oxidative splitting of secondary cycloalkanols by Pb(OAc)4-LiCl AND Pb(OAc)4-Cu(OAc)2 systems. Russ Chem Bull 33, 1235–1239 (1984). https://doi.org/10.1007/BF00948994
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DOI: https://doi.org/10.1007/BF00948994