Conclusions
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1.
The rate and extent of oxidation of olefins by molecular oxygen activated by a tetraphenylporphyrin complex of divalent manganese is directly related to the degree of substitution of the double bond. Δ5-Steroids are oxidized to 5α-hydroxysteroids, and this reaction provides a convenient method for the preparation of these steroids.
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2.
A single mechanism is proposed for the formation of ketones and secondary alcohols in the oxidation of disubstituted olefins, and of tertiary alcohols in the oxidation of trisubstituted olefins, in the presence of the system O2-TPPMnCl-NaBH4.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2327–2333, October, 1983.
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Solov'eva, A.B., Mel'nikova, V.I., Pivnitskii, K.K. et al. Oxidation of substituted olefins by molecular oxygen activated by a divalent manganese — Porphyrin complex. Russ Chem Bull 32, 2099–2103 (1983). https://doi.org/10.1007/BF00955780
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DOI: https://doi.org/10.1007/BF00955780