The facile first total synthesis of a deuterated analog of natural muricadienin
Publication type: Journal Article
Publication date: 2016-09-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
An efficient five-step synthesis of muricadienin-d 2 has been successfully developed for the first time. A partially deuterated naturally occurring acetogenin analog has been obtained in 58% yield via the Ti-catalyzed cross-cyclomagnesiation reaction of the oxygen-containing 1,2-dienes and terminal aliphatic 1,2-dienes with EtMgBr. Incorporation of two deuteriums at positions 14 and 17 occurs during the D 2 O treatment of the in situ generated magnesacyclopentane.
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Total citations:
9
Citations from 2024:
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(11.11%)
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D'yakonov V. A. et al. The facile first total synthesis of a deuterated analog of natural muricadienin // Tetrahedron. 2016. Vol. 72. No. 38. pp. 5783-5787.
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D'yakonov V. A., Tuktarova R. A., Ishmukhametova S. R., Dzhemilev U. M. The facile first total synthesis of a deuterated analog of natural muricadienin // Tetrahedron. 2016. Vol. 72. No. 38. pp. 5783-5787.
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RIS
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TY - JOUR
DO - 10.1016/j.tet.2016.08.005
UR - https://doi.org/10.1016/j.tet.2016.08.005
TI - The facile first total synthesis of a deuterated analog of natural muricadienin
T2 - Tetrahedron
AU - D'yakonov, Vladimir A
AU - Tuktarova, Regina A.
AU - Ishmukhametova, Svetlana R.
AU - Dzhemilev, Usein M
PY - 2016
DA - 2016/09/01
PB - Elsevier
SP - 5783-5787
IS - 38
VL - 72
SN - 0040-4020
SN - 1464-5416
ER -
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BibTex (up to 50 authors)
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@article{2016_D'yakonov,
author = {Vladimir A D'yakonov and Regina A. Tuktarova and Svetlana R. Ishmukhametova and Usein M Dzhemilev},
title = {The facile first total synthesis of a deuterated analog of natural muricadienin},
journal = {Tetrahedron},
year = {2016},
volume = {72},
publisher = {Elsevier},
month = {sep},
url = {https://doi.org/10.1016/j.tet.2016.08.005},
number = {38},
pages = {5783--5787},
doi = {10.1016/j.tet.2016.08.005}
}
Cite this
MLA
Copy
D'yakonov, Vladimir A., et al. “The facile first total synthesis of a deuterated analog of natural muricadienin.” Tetrahedron, vol. 72, no. 38, Sep. 2016, pp. 5783-5787. https://doi.org/10.1016/j.tet.2016.08.005.