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3-Methylcyclopropene-3-carbonitrile as a new enophile of the Alder-ene reaction

Roman Vital'evich Ashirov 1
Roman Vital'evich Ashirov
, 
Svetlana A Appolonova 2
Svetlana A Appolonova
, 
Grigory Aleksandrovich Shamov 3
Grigory Aleksandrovich Shamov
, 
Vitaliy Vladimirovich Plemenkov 1
Vitaliy Vladimirovich Plemenkov
10.1070/MC2006v016n05ABEH002328
Published 2006-10-19
Communication , Volume 16, Issue 5, 276-278
7
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Ashirov R. V. et al. 3-Methylcyclopropene-3-carbonitrile as a new enophile of the Alder-ene reaction // Mendeleev Communications. 2006. Vol. 16. No. 5. pp. 276-278.
GOST all authors (up to 50) Copy
Ashirov R. V., Appolonova S. A., Shamov G. A., Plemenkov V. V. 3-Methylcyclopropene-3-carbonitrile as a new enophile of the Alder-ene reaction // Mendeleev Communications. 2006. Vol. 16. No. 5. pp. 276-278.
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TY - JOUR
DO - 10.1070/MC2006v016n05ABEH002328
UR - https://mendcomm.colab.ws/publications/10.1070/MC2006v016n05ABEH002328
TI - 3-Methylcyclopropene-3-carbonitrile as a new enophile of the Alder-ene reaction
T2 - Mendeleev Communications
AU - Ashirov, Roman Vital'evich
AU - Appolonova, Svetlana A
AU - Shamov, Grigory Aleksandrovich
AU - Plemenkov, Vitaliy Vladimirovich
PY - 2006
DA - 2006/10/19
PB - Mendeleev Communications
SP - 276-278
IS - 5
VL - 16
ER -
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@article{2006_Ashirov,
author = {Roman Vital'evich Ashirov and Svetlana A Appolonova and Grigory Aleksandrovich Shamov and Vitaliy Vladimirovich Plemenkov},
title = {3-Methylcyclopropene-3-carbonitrile as a new enophile of the Alder-ene reaction},
journal = {Mendeleev Communications},
year = {2006},
volume = {16},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2006v016n05ABEH002328},
number = {5},
pages = {276--278},
doi = {10.1070/MC2006v016n05ABEH002328}
}
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Ashirov, Roman Vital'evich, et al. “3-Methylcyclopropene-3-carbonitrile as a new enophile of the Alder-ene reaction.” Mendeleev Communications, vol. 16, no. 5, Oct. 2006, pp. 276-278. https://mendcomm.colab.ws/publications/10.1070/MC2006v016n05ABEH002328.

Abstract

By the reactions of 3-methylcyclopropene-3-carbonitrile with methylenecyclohexane, α-methylstyrene and β-pinene products of their cyclopropanation have been obtained, the formation of the latter proceeding by the Alder-ene addition scheme. A DFT study of the reaction mechanism shows that most favourable are exo transition states with syn configuration of the CN group and the ene moiety.

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