Conclusions
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1.
An analysis was made of a previously proposed mechanism of the oxidation of secondary alcohols by CrO3 in CH3COOH; a formula was derived for the rate of this conversion under equilibrium conditions, and it was shown that the reactivity of the substrates can be characterized by two constants: thermodynamic and kinetic.
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2.
The kinetics of the oxidation of the 17β-OH group of derivatives of 3,17β-estradiol, D-3,17αβ-homoestradiol was studied, and it was shown that the experimental data satisfy the equation obtained.
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3.
A relationship was established between the reactivity of the 17β- and 17αβ-OH groups of estrogens as a function of the size of the D ring, the coupling of the B and C rings, and the electronic character of the substituent at C3.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 987–993, May, 1971.
The authors would like to express their deep gratitude to I. V. Berezin for his cosultation in the kinetic part of this work.
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Egorova, V.V., Zakharychev, A.V., Ananchenko, S.N. et al. Structure and reactivity in steroids. Russ Chem Bull 20, 908–912 (1971). https://doi.org/10.1007/BF00862193
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DOI: https://doi.org/10.1007/BF00862193