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The Povarov reaction of ethyl (18-carbomethoxyabieta-8,11,13-triene-12-imino)glyoxylate with electron-donating dienophiles

Alexey Vasil'evich Tarantin 1
Alexey Vasil'evich Tarantin
, 
Vladimir Alexandrovich Glushkov 1
Vladimir Alexandrovich Glushkov
, 
Olga Aleksandrovna Mayorova 1
Olga Aleksandrovna Mayorova
, 
Irina A Shcherbinina 2
Irina A Shcherbinina
, 
Alexander Genrikhovich Tolstikov 1
Alexander Genrikhovich Tolstikov
10.1016/j.mencom.2008.07.005
Published 2008-07-17
Communication , Volume 18, Issue 4, 188-190
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Tarantin A. V. et al. The Povarov reaction of ethyl (18-carbomethoxyabieta-8,11,13-triene-12-imino)glyoxylate with electron-donating dienophiles // Mendeleev Communications. 2008. Vol. 18. No. 4. pp. 188-190.
GOST all authors (up to 50) Copy
Tarantin A. V., Glushkov V. A., Mayorova O. A., Shcherbinina I. A., Tolstikov A. G. The Povarov reaction of ethyl (18-carbomethoxyabieta-8,11,13-triene-12-imino)glyoxylate with electron-donating dienophiles // Mendeleev Communications. 2008. Vol. 18. No. 4. pp. 188-190.
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TY - JOUR
DO - 10.1016/j.mencom.2008.07.005
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.005
TI - The Povarov reaction of ethyl (18-carbomethoxyabieta-8,11,13-triene-12-imino)glyoxylate with electron-donating dienophiles
T2 - Mendeleev Communications
AU - Tarantin, Alexey Vasil'evich
AU - Glushkov, Vladimir Alexandrovich
AU - Mayorova, Olga Aleksandrovna
AU - Shcherbinina, Irina A
AU - Tolstikov, Alexander Genrikhovich
PY - 2008
DA - 2008/07/17
PB - Mendeleev Communications
SP - 188-190
IS - 4
VL - 18
ER -
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@article{2008_Tarantin,
author = {Alexey Vasil'evich Tarantin and Vladimir Alexandrovich Glushkov and Olga Aleksandrovna Mayorova and Irina A Shcherbinina and Alexander Genrikhovich Tolstikov},
title = {The Povarov reaction of ethyl (18-carbomethoxyabieta-8,11,13-triene-12-imino)glyoxylate with electron-donating dienophiles},
journal = {Mendeleev Communications},
year = {2008},
volume = {18},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.005},
number = {4},
pages = {188--190},
doi = {10.1016/j.mencom.2008.07.005}
}
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Tarantin, Alexey Vasil'evich, et al. “The Povarov reaction of ethyl (18-carbomethoxyabieta-8,11,13-triene-12-imino)glyoxylate with electron-donating dienophiles.” Mendeleev Communications, vol. 18, no. 4, Jul. 2008, pp. 188-190. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2008.07.005.

Abstract

Ethyl (18-carbomethoxyabieta-8,11,13-triene-12-imino)glyoxylate undergoes cyclization with ethyl vinyl ether or N-vinylpyrrolidone to 3-ethoxycarbonyl-5-isopropyl-9-methoxycarbonyl-9,12a-dimethyl-7,8,8a,9,10,11,12,12a-octahydronaphtho[1,2-f]-quinoline under BF3·OEt2 catalysis; the corresponding reaction with cyclopentadiene proceeds with moderate diastereoselectivity at −20°C.

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