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Mechanism of the directing influence of functional groups and the geometry of reactant molecules on peroxide epoxidation of alkenes

Valerii Grigor'evich Dryuk 1
Valerii Grigor'evich Dryuk
, 
Victor Georgievich Kartsev 2
Victor Georgievich Kartsev
1 Crimean Agriculture University, Simferopol
2 "Interbioscreen Ltd.", Chernogolovka, Moscow Region
10.1070/RC1999v068n03ABEH000398
Published 30 November 1998
Communication , Volume 68, Issue 3, 183-201
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Dryuk V. G., Kartsev V. G. Mechanism of the directing influence of functional groups and the geometry of reactant molecules on peroxide epoxidation of alkenes // Russian Chemical Reviews. 1999. Vol. 68. No. 3. pp. 183-201.
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Dryuk V. G., Kartsev V. G. Mechanism of the directing influence of functional groups and the geometry of reactant molecules on peroxide epoxidation of alkenes // Russian Chemical Reviews. 1999. Vol. 68. No. 3. pp. 183-201.
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TY - JOUR
DO - 10.1070/RC1999v068n03ABEH000398
UR - https://rcr.colab.ws/publications/10.1070/RC1999v068n03ABEH000398
TI - Mechanism of the directing influence of functional groups and the geometry of reactant molecules on peroxide epoxidation of alkenes
T2 - Russian Chemical Reviews
AU - Dryuk, Valerii Grigor'evich
AU - Kartsev, Victor Georgievich
PY - 1999
DA - 1998/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 183-201
IS - 3
VL - 68
ER -
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@article{1999_Dryuk,
author = {Valerii Grigor'evich Dryuk and Victor Georgievich Kartsev},
title = {Mechanism of the directing influence of functional groups and the geometry of reactant molecules on peroxide epoxidation of alkenes},
journal = {Russian Chemical Reviews},
year = {1999},
volume = {68},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC1999v068n03ABEH000398},
number = {3},
pages = {183--201},
doi = {10.1070/RC1999v068n03ABEH000398}
}
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Dryuk, Valerii Grigor'evich, and Victor Georgievich Kartsev. “Mechanism of the directing influence of functional groups and the geometry of reactant molecules on peroxide epoxidation of alkenes.” Russian Chemical Reviews, vol. 68, no. 3, Nov. 1999, pp. 183-201. https://rcr.colab.ws/publications/10.1070/RC1999v068n03ABEH000398.
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Abstract

The influence of steric and electronic factors on the reactivity and the stereochemical outcome of epoxidation of cycloalkenes and prochiral alkenes by alkyl hydroperoxides, peroxy acids, oxaziridines, dioxiranes and dimethyl-α-peroxy lactone is analysed comparatively and generalised. The distinctive features of the directing influence of functional groups on the stereochemistry of the epoxide ring closure in the series of ionic, radical and molecular reactions are demonstrated. Some variants alternative to known reaction mechanisms are proposed. The bibliography includes 114 references.

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