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Stereoselective tandem [4 + 2]/[3 + 2] cycloaddition reactions of 3,3,3-trichloro(trifluoro)-1-nitropropenes and 2,3-dihydrofuran

Vladislav Yurievich Korotaev 1
Vladislav Yurievich Korotaev
, 
Vyacheslav Yakovlevich Sosnovskikh 1
Vyacheslav Yakovlevich Sosnovskikh
, 
Mikhail Aleksandrovich Barabanov 1
Mikhail Aleksandrovich Barabanov
, 
Alexey Yurievich Barkov 1
Alexey Yurievich Barkov
, 
Mikhail Isaakovich Kodess 2
Mikhail Isaakovich Kodess
10.1016/j.mencom.2010.01.007
Published 2009-12-30
Communication , Volume 20, Issue 1, 17-19
19
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Korotaev V. Y. et al. Stereoselective tandem [4 + 2]/[3 + 2] cycloaddition reactions of 3,3,3-trichloro(trifluoro)-1-nitropropenes and 2,3-dihydrofuran // Mendeleev Communications. 2009. Vol. 20. No. 1. pp. 17-19.
GOST all authors (up to 50) Copy
Korotaev V. Y., Sosnovskikh V. Y., Barabanov M. A., Barkov A. Y., Kodess M. I. Stereoselective tandem [4 + 2]/[3 + 2] cycloaddition reactions of 3,3,3-trichloro(trifluoro)-1-nitropropenes and 2,3-dihydrofuran // Mendeleev Communications. 2009. Vol. 20. No. 1. pp. 17-19.
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TY - JOUR
DO - 10.1016/j.mencom.2010.01.007
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.01.007
TI - Stereoselective tandem [4 + 2]/[3 + 2] cycloaddition reactions of 3,3,3-trichloro(trifluoro)-1-nitropropenes and 2,3-dihydrofuran
T2 - Mendeleev Communications
AU - Korotaev, Vladislav Yurievich
AU - Sosnovskikh, Vyacheslav Yakovlevich
AU - Barabanov, Mikhail Aleksandrovich
AU - Barkov, Alexey Yurievich
AU - Kodess, Mikhail Isaakovich
PY - 2009
DA - 2009/12/30
PB - Mendeleev Communications
SP - 17-19
IS - 1
VL - 20
ER -
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@article{2009_Korotaev,
author = {Vladislav Yurievich Korotaev and Vyacheslav Yakovlevich Sosnovskikh and Mikhail Aleksandrovich Barabanov and Alexey Yurievich Barkov and Mikhail Isaakovich Kodess},
title = {Stereoselective tandem [4 + 2]/[3 + 2] cycloaddition reactions of 3,3,3-trichloro(trifluoro)-1-nitropropenes and 2,3-dihydrofuran},
journal = {Mendeleev Communications},
year = {2009},
volume = {20},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.01.007},
number = {1},
pages = {17--19},
doi = {10.1016/j.mencom.2010.01.007}
}
MLA
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Korotaev, Vladislav Yurievich, et al. “Stereoselective tandem [4 + 2]/[3 + 2] cycloaddition reactions of 3,3,3-trichloro(trifluoro)-1-nitropropenes and 2,3-dihydrofuran.” Mendeleev Communications, vol. 20, no. 1, Dec. 2009, pp. 17-19. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.01.007.

Abstract

The first example of the domino hetero-Diels–Alder/1,3-dipolar cycloaddition, in which 3,3,3-trichloro(trifluoro)-1-nitropropenes act as both the heterodiene and the dipolarophile in the reaction with 2,3-dihydrofuran, is described. The trichloromethylated nitroolefin gave tricyclic nitroso acetal as a single regio- and stereoisomer, while the trifluoromethylated derivative afforded a 3:1 mixture of two regioisomeric cycloadducts.

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