Iron(II)/copper(I)-mediated stereoselective carbozincation of ynamides. One-pot synthesis of α-allyl-tetrasubstituted-enamides
Publication type: Journal Article
Publication date: 2017-06-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
The iron(II) chloride- and copper(I) iodide-mediated carbozincation of a panel of substituted ynamides is described in this article. The reaction is totally regio- and stereoselective. Experiments showed that the reaction mediated with Fe(II) was more substrate dependent than the reaction performed with Cu(I). Interestingly, in the presence of allylbromide, stereoselective carboallylation can be achieved for the first time in a one-pot procedure, leading to skipped dienamides.
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Total citations:
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Citations from 2024:
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(22.22%)
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Lingua H. et al. Iron(II)/copper(I)-mediated stereoselective carbozincation of ynamides. One-pot synthesis of α-allyl-tetrasubstituted-enamides // Tetrahedron. 2017. Vol. 73. No. 25. pp. 3415-3422.
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Lingua H., Vibert F., Mouysset D., Siri D., Bertrand M. P., Feray L. Iron(II)/copper(I)-mediated stereoselective carbozincation of ynamides. One-pot synthesis of α-allyl-tetrasubstituted-enamides // Tetrahedron. 2017. Vol. 73. No. 25. pp. 3415-3422.
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TY - JOUR
DO - 10.1016/j.tet.2017.04.065
UR - https://doi.org/10.1016/j.tet.2017.04.065
TI - Iron(II)/copper(I)-mediated stereoselective carbozincation of ynamides. One-pot synthesis of α-allyl-tetrasubstituted-enamides
T2 - Tetrahedron
AU - Lingua, Hugo
AU - Vibert, François
AU - Mouysset, Dominique
AU - Siri, Didier
AU - Bertrand, Michèle P
AU - Feray, Laurence
PY - 2017
DA - 2017/06/01
PB - Elsevier
SP - 3415-3422
IS - 25
VL - 73
SN - 0040-4020
SN - 1464-5416
ER -
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BibTex (up to 50 authors)
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@article{2017_Lingua,
author = {Hugo Lingua and François Vibert and Dominique Mouysset and Didier Siri and Michèle P Bertrand and Laurence Feray},
title = {Iron(II)/copper(I)-mediated stereoselective carbozincation of ynamides. One-pot synthesis of α-allyl-tetrasubstituted-enamides},
journal = {Tetrahedron},
year = {2017},
volume = {73},
publisher = {Elsevier},
month = {jun},
url = {https://doi.org/10.1016/j.tet.2017.04.065},
number = {25},
pages = {3415--3422},
doi = {10.1016/j.tet.2017.04.065}
}
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MLA
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Lingua, Hugo, et al. “Iron(II)/copper(I)-mediated stereoselective carbozincation of ynamides. One-pot synthesis of α-allyl-tetrasubstituted-enamides.” Tetrahedron, vol. 73, no. 25, Jun. 2017, pp. 3415-3422. https://doi.org/10.1016/j.tet.2017.04.065.