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Synthesis of 3,5-dimethyl-1-boraadamantane and its transformation into 3,5-dimethyl-1-azaadamantane

Mikhail Evguen'evich Gurskii 1
Mikhail Evguen'evich Gurskii
, 
Galina Davydovna Kolomnikova 2
Galina Davydovna Kolomnikova
, 
Sergey Viktorovich Baranin 1
Sergey Viktorovich Baranin
, 
Yurii Nikolaevich Bubnov 1, 2
Yurii Nikolaevich Bubnov
10.1016/j.mencom.2018.07.008
Published 2018-06-29
Communication , Volume 28, Issue 4, 366-368
4
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Gurskii M. E. et al. Synthesis of 3,5-dimethyl-1-boraadamantane and its transformation into 3,5-dimethyl-1-azaadamantane // Mendeleev Communications. 2018. Vol. 28. No. 4. pp. 366-368.
GOST all authors (up to 50) Copy
Gurskii M. E., Kolomnikova G. D., Baranin S. V., Bubnov Y. N. Synthesis of 3,5-dimethyl-1-boraadamantane and its transformation into 3,5-dimethyl-1-azaadamantane // Mendeleev Communications. 2018. Vol. 28. No. 4. pp. 366-368.
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TY - JOUR
DO - 10.1016/j.mencom.2018.07.008
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.008
TI - Synthesis of 3,5-dimethyl-1-boraadamantane and its transformation into 3,5-dimethyl-1-azaadamantane
T2 - Mendeleev Communications
AU - Gurskii, Mikhail Evguen'evich
AU - Kolomnikova, Galina Davydovna
AU - Baranin, Sergey Viktorovich
AU - Bubnov, Yurii Nikolaevich
PY - 2018
DA - 2018/06/29
PB - Mendeleev Communications
SP - 366-368
IS - 4
VL - 28
ER -
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@article{2018_Gurskii,
author = {Mikhail Evguen'evich Gurskii and Galina Davydovna Kolomnikova and Sergey Viktorovich Baranin and Yurii Nikolaevich Bubnov},
title = {Synthesis of 3,5-dimethyl-1-boraadamantane and its transformation into 3,5-dimethyl-1-azaadamantane},
journal = {Mendeleev Communications},
year = {2018},
volume = {28},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.008},
number = {4},
pages = {366--368},
doi = {10.1016/j.mencom.2018.07.008}
}
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Gurskii, Mikhail Evguen'evich, et al. “Synthesis of 3,5-dimethyl-1-boraadamantane and its transformation into 3,5-dimethyl-1-azaadamantane.” Mendeleev Communications, vol. 28, no. 4, Jun. 2018, pp. 366-368. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.008.

Abstract

The first synthesis of 3,5-dimethyl-1-boraadamantane from its easily available tetrahydrofuran adduct comprised sequential treatment with BuLi, AcCl, (Cy2BH)2 and heating. The compound was converted into its electronic ‘antagonist’, namely, 3,5-dimethyl-1-azaadamantane.

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