Organic Letters, volume 21, issue 23, pages 9405-9409
(4 + 3)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiochalcones: A Diastereoselective Access to Tetrahydrothiepines
2
Department of Organic and Applied Chemistry, University of Łodź, Tamka 12, 91-403 Łodź, Poland
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Publication type: Journal Article
Publication date: 2019-11-11
Journal:
Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.2
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A general approach is described for the formation of tetrahydrothiepines using donor-acceptor cyclopropanes. Thiochalcones, functioning as sulfur-containing four-atom building blocks, were reacted in a Lewis acid catalyzed formal (4 + 3)-cycloaddition reaction with donor-acceptor cyclopropanes as three-atom building blocks. Under mild conditions various tetrahydrothiepines were synthesized in good yields in a stereospecific reaction with high functional group tolerance.
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- We do not take into account publications without a DOI.
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Augustin A. U. et al. (4 + 3)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiochalcones: A Diastereoselective Access to Tetrahydrothiepines // Organic Letters. 2019. Vol. 21. No. 23. pp. 9405-9409.
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Augustin A. U., Merz J. L., Jones P. G., Mloston G., Werz D. B. (4 + 3)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiochalcones: A Diastereoselective Access to Tetrahydrothiepines // Organic Letters. 2019. Vol. 21. No. 23. pp. 9405-9409.
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TY - JOUR
DO - 10.1021/acs.orglett.9b03623
UR - https://doi.org/10.1021/acs.orglett.9b03623
TI - (4 + 3)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiochalcones: A Diastereoselective Access to Tetrahydrothiepines
T2 - Organic Letters
AU - Merz, J Luca
AU - Jones, Peter G.
AU - Werz, Daniel B.
AU - Augustin, André U
AU - Mloston, Grzegorz
PY - 2019
DA - 2019/11/11 00:00:00
PB - American Chemical Society (ACS)
SP - 9405-9409
IS - 23
VL - 21
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2019_Augustin,
author = {J Luca Merz and Peter G. Jones and Daniel B. Werz and André U Augustin and Grzegorz Mloston},
title = {(4 + 3)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiochalcones: A Diastereoselective Access to Tetrahydrothiepines},
journal = {Organic Letters},
year = {2019},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acs.orglett.9b03623},
number = {23},
pages = {9405--9409},
doi = {10.1021/acs.orglett.9b03623}
}
Cite this
MLA
Copy
Augustin, André U., et al. “(4 + 3)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiochalcones: A Diastereoselective Access to Tetrahydrothiepines.” Organic Letters, vol. 21, no. 23, Nov. 2019, pp. 9405-9409. https://doi.org/10.1021/acs.orglett.9b03623.