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Oxidation of secondary cyclic alcohols by Pb(OAc)4 catalyzed by Cu(II) compounds

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The formation of cycloalkoxy, α-hydroxycycloalkyl, and ω-formylalkyl radicals in the oxidation of secondary cycloalkanols by Pb(OAc)4 was recorded by an EPR method in the presence of spin traps.

  2. 2.

    In the presence of the Pb(OAc)4-Cu(II) system, the ability of secondary cyclic alcohols to undergo oxidative decyclization with the formation of ω-alkenals decreases in the series cyclopentanol > cycloheptanol > cyclohexanol > cyclooctanol.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2327–2331, October, 1988.

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Kapustina, N.I., Popkov, A.Y., Gasanov, R.G. et al. Oxidation of secondary cyclic alcohols by Pb(OAc)4 catalyzed by Cu(II) compounds. Russ Chem Bull 37, 2095–2099 (1988). https://doi.org/10.1007/BF00953412

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  • DOI: https://doi.org/10.1007/BF00953412

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