Journal of Organic Chemistry, volume 88, issue 9, pages 5639-5651

A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group

Publication type: Journal Article
Publication date: 2023-04-17
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Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
A highly diastereoselective tandem reaction of 2′-nitrochalcones is reported, involving Michael addition and a subsequent ipso-substitution of the nitro group to produce 1-tetralones with two contiguous chiral centers. A related annulation reaction of 2′-nitrochalcones with potassium cyanide affording 1-indanones with a C3-quaternary chiral center is also demonstrated.
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Aksenov N. A. et al. A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group // Journal of Organic Chemistry. 2023. Vol. 88. No. 9. pp. 5639-5651.
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Aksenov N. A., Aksenov D. A., Ganusenko D. D., Kurenkov I. A., Aksenov A. A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group // Journal of Organic Chemistry. 2023. Vol. 88. No. 9. pp. 5639-5651.
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TY - JOUR
DO - 10.1021/acs.joc.3c00134
UR - https://doi.org/10.1021%2Facs.joc.3c00134
TI - A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group
T2 - Journal of Organic Chemistry
AU - Aksenov, Nicolai A.
AU - Aksenov, Dmitrii A
AU - Ganusenko, Daniil D.
AU - Kurenkov, Igor A
AU - Aksenov, Alexander V.
PY - 2023
DA - 2023/04/17 00:00:00
PB - American Chemical Society (ACS)
SP - 5639-5651
IS - 9
VL - 88
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2023_Aksenov,
author = {Nicolai A. Aksenov and Dmitrii A Aksenov and Daniil D. Ganusenko and Igor A Kurenkov and Alexander V. Aksenov},
title = {A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group},
journal = {Journal of Organic Chemistry},
year = {2023},
volume = {88},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021%2Facs.joc.3c00134},
number = {9},
pages = {5639--5651},
doi = {10.1021/acs.joc.3c00134}
}
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Aksenov, Nicolai A., et al. “A Diastereoselective Assembly of Tetralone Derivatives via a Tandem Michael Reaction and ipso-Substitution of the Nitro Group.” Journal of Organic Chemistry, vol. 88, no. 9, Apr. 2023, pp. 5639-5651. https://doi.org/10.1021%2Facs.joc.3c00134.
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