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Stereochemical outcome of the T-reaction employing chiral bicyclic amines

Constantin Rabong 1
Constantin Rabong
Carine Valla 1
Carine Valla
Victor Georgievich Kartsev 2
Victor Georgievich Kartsev
Ulrich Jordis 1
Ulrich Jordis
2 'InterBioScreen Ltd.', Chernogolovka, Moscow Region, Russian Federation
Published 2007-11-09
CommunicationVolume 17, Issue 6, 318-320
12
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Rabong C. et al. Stereochemical outcome of the T-reaction employing chiral bicyclic amines // Mendeleev Communications. 2007. Vol. 17. No. 6. pp. 318-320.
GOST all authors (up to 50) Copy
Rabong C., Valla C., Kartsev V. G., Jordis U. Stereochemical outcome of the T-reaction employing chiral bicyclic amines // Mendeleev Communications. 2007. Vol. 17. No. 6. pp. 318-320.
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TY - JOUR
DO - 10.1016/j.mencom.2007.11.005
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2007.11.005
TI - Stereochemical outcome of the T-reaction employing chiral bicyclic amines
T2 - Mendeleev Communications
AU - Rabong, Constantin
AU - Valla, Carine
AU - Kartsev, Victor Georgievich
AU - Jordis, Ulrich
PY - 2007
DA - 2007/11/09
PB - Mendeleev Communications
SP - 318-320
IS - 6
VL - 17
ER -
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@article{2007_Rabong,
author = {Constantin Rabong and Carine Valla and Victor Georgievich Kartsev and Ulrich Jordis},
title = {Stereochemical outcome of the T-reaction employing chiral bicyclic amines},
journal = {Mendeleev Communications},
year = {2007},
volume = {17},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2007.11.005},
number = {6},
pages = {318--320},
doi = {10.1016/j.mencom.2007.11.005}
}
MLA
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Rabong, Constantin, et al. “Stereochemical outcome of the T-reaction employing chiral bicyclic amines.” Mendeleev Communications, vol. 17, no. 6, Nov. 2007, pp. 318-320. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2007.11.005.

Abstract

Using the T-reaction as a tandem-style condensation–cyclization and ring closure via the tert-amino effect as a key step, we prepared new chiral heterocyclic systems and rationalised the regio- and stereoselectivity of the products.

References

1.
An efficient microwave-assisted solvent-free synthesis of pyrido-fused ring systems applying the tert-amino effect
Kaval N., Halasz-Dajka B., Vo-Thanh G., Dehaen W., Van der Eycken J., Mátyus P., Loupy A., Van der Eycken E.
Tetrahedron, 2005
2.
10.1016/j.mencom.2007.11.005_bib2
Vlaskina
Izv. Akad. Nauk, Ser. Khim., 2006
3.
10.1016/j.mencom.2007.11.005_bib3
Quintela
Recent Res. Devel. Org. Chem., 2003
4.
10.1016/j.mencom.2007.11.005_bib4
Krasnov
Zh. Org. Khim., 2005
6.
Stereochemical aspects of the "tert-amino effect". 1. Regioselectivity in the synthesis of pyrrolo[1,2-a]quinolines and benzo[c]quinolizines
Nijhuis W.H., Verboom W., Abu El-Fadl A., Harkema S., Reinhoudt D.N.
Journal of Organic Chemistry, 1989
7.
Synthesis of (1R,4R)- and (1S,4S)-2,5-Diazabicyclo[2.2.1]heptanes and TheirN-Substituted Derivatives
Jordis U., Sauter F., Siddiqi S.M., Küenburg B., Bhattacharya K.
Synthesis, 1990
10.
10.1016/j.mencom.2007.11.005_bib10
Nielsen
Org. Process Res. Dev, 2006
11.
10.1016/j.mencom.2007.11.005_bib11
D’yachenko
Izv. Akad. Nauk, Ser. Khim., 2004
12.
Applications of tert -amino effect and a nitrone–olefin 1,3-dipolar cycloaddition reaction: synthesis of novel angularly annelated diazino heterocycles
13.
Thermochemical study on the ring closure reaction of 5-morpholino-4-vinylpyridazinones by tert-amino effect
Károlyházy L., Regdon G., Éliás O., Beke G., Tábi T., Hódi K., Erős I., Mátyus P.
Journal of Molecular Structure THEOCHEM, 2003
14.
The tertiary amino effect in heterocyclic synthesis : mechanistic and computational study of the formation of six-membered rings
15.
Krasnov K.A., Kartsev V.G., Khrustalev V.N.
Mendeleev Communications, 2006