A convenient synthesis of phosphonomethyl α,β-unsaturated γ-lactams
Publication type: Journal Article
Publication date: 2015-09-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
A versatile access to diversely substituted α,β-unsaturated γ-lactams is described using a common allylphosphonate precursor. The construction of the γ-lactam motive is based on two steps including a key sequential one-pot Michael addition–Nef sequence that allows the preparation of keto-ester intermediates. Our methodology allowed the selective installation of various alkyl, cycloalkyl and aryl substituents as well as a valuable phosphonomethyl fragment at positions 1 and 3 of the heterocycle.
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8
Total citations:
8
Citations from 2025:
1
(12.5%)
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GOST
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Abdelli A. et al. A convenient synthesis of phosphonomethyl α,β-unsaturated γ-lactams // Tetrahedron Letters. 2015. Vol. 56. No. 40. pp. 5397-5400.
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Abdelli A., Efrit M. L., Gaucher A., Mrabet H., Prim D. A convenient synthesis of phosphonomethyl α,β-unsaturated γ-lactams // Tetrahedron Letters. 2015. Vol. 56. No. 40. pp. 5397-5400.
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RIS
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TY - JOUR
DO - 10.1016/j.tetlet.2015.07.088
UR - https://doi.org/10.1016/j.tetlet.2015.07.088
TI - A convenient synthesis of phosphonomethyl α,β-unsaturated γ-lactams
T2 - Tetrahedron Letters
AU - Abdelli, Abderrahmen
AU - Efrit, Mohamed Lotfi
AU - Gaucher, Anne
AU - Mrabet, Hédi
AU - Prim, Damien
PY - 2015
DA - 2015/09/01
PB - Elsevier
SP - 5397-5400
IS - 40
VL - 56
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
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@article{2015_Abdelli,
author = {Abderrahmen Abdelli and Mohamed Lotfi Efrit and Anne Gaucher and Hédi Mrabet and Damien Prim},
title = {A convenient synthesis of phosphonomethyl α,β-unsaturated γ-lactams},
journal = {Tetrahedron Letters},
year = {2015},
volume = {56},
publisher = {Elsevier},
month = {sep},
url = {https://doi.org/10.1016/j.tetlet.2015.07.088},
number = {40},
pages = {5397--5400},
doi = {10.1016/j.tetlet.2015.07.088}
}
Cite this
MLA
Copy
Abdelli, Abderrahmen, et al. “A convenient synthesis of phosphonomethyl α,β-unsaturated γ-lactams.” Tetrahedron Letters, vol. 56, no. 40, Sep. 2015, pp. 5397-5400. https://doi.org/10.1016/j.tetlet.2015.07.088.