том 53 издание 45 страницы 6132-6135

Synthesis of a new chiral cyclic aminal derived from rac-1,2-propanediamine

Тип публикацииJournal Article
Дата публикации2012-11-01
scimago Q3
wos Q3
БС2
SJR0.334
CiteScore3.2
Impact factor1.5
ISSN00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
The cyclic aminal 4,9-dimethyl-1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane 4c was synthesized by the reaction of commercial rac-1,2-propanediamine with paraformaldehyde in an aqueous solution. 1H NMR analysis clearly revealed that the compound is chiral and racemic with an axis of chirality. To our knowledge, this is the first example of an azaadamantane derivative having axial chirality. This aminal was used in a Mannich type reaction with p-chlorophenol yielding 2,2′-[(4-methylimidazolidine-1,3-diyl)dimethanediyl]bis(4-chlorophenol) 7 as a racemic mixture. The crystal structure of 7 was determined by single X-ray diffraction analysis.
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Rivera A. et al. Synthesis of a new chiral cyclic aminal derived from rac-1,2-propanediamine // Tetrahedron Letters. 2012. Vol. 53. No. 45. pp. 6132-6135.
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Rivera A., Pacheco D. J., Ríos-Motta J., Fejfarová K., Dušek M. Synthesis of a new chiral cyclic aminal derived from rac-1,2-propanediamine // Tetrahedron Letters. 2012. Vol. 53. No. 45. pp. 6132-6135.
RIS |
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TY - JOUR
DO - 10.1016/j.tetlet.2012.08.154
UR - https://doi.org/10.1016/j.tetlet.2012.08.154
TI - Synthesis of a new chiral cyclic aminal derived from rac-1,2-propanediamine
T2 - Tetrahedron Letters
AU - Rivera, Augusto
AU - Pacheco, Dency José
AU - Ríos-Motta, Jaime
AU - Fejfarová, K.
AU - Dušek, M.
PY - 2012
DA - 2012/11/01
PB - Elsevier
SP - 6132-6135
IS - 45
VL - 53
SN - 0040-4039
SN - 1873-3581
ER -
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@article{2012_Rivera,
author = {Augusto Rivera and Dency José Pacheco and Jaime Ríos-Motta and K. Fejfarová and M. Dušek},
title = {Synthesis of a new chiral cyclic aminal derived from rac-1,2-propanediamine},
journal = {Tetrahedron Letters},
year = {2012},
volume = {53},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/j.tetlet.2012.08.154},
number = {45},
pages = {6132--6135},
doi = {10.1016/j.tetlet.2012.08.154}
}
MLA
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Rivera, Augusto, et al. “Synthesis of a new chiral cyclic aminal derived from rac-1,2-propanediamine.” Tetrahedron Letters, vol. 53, no. 45, Nov. 2012, pp. 6132-6135. https://doi.org/10.1016/j.tetlet.2012.08.154.