Open Access
Tellurium-promoted stereoselective hydrodebromination of 1,1-dibromoalkenes: synthesis of (E)-bromoalkenes
Gelson Perin
1
,
Angelita M. Barcellos
1
,
Thiago J Peglow
1
,
Patrick C. Nobre
1
,
Roberta Cargnelutti
2
,
Diego C. B. Alves
1
,
Francesca Marini
3
,
Claudio Santi
3
Publication type: Journal Article
Publication date: 2016-10-25
scimago Q1
wos Q2
SJR: 0.777
CiteScore: 7.6
Impact factor: 4.6
ISSN: 20462069
General Chemistry
General Chemical Engineering
Abstract
We describe herein an efficient and simple method for the stereoselective hydrodebromination of 1,1-dibromoalkenes by using a catalytic amount of the nucleophilic species of tellurium, generated in situ by the reaction of elemental tellurium with NaBH4. By this methodology, (E)-bromoalkenes were obtained in moderate to excellent yields under mild reaction conditions, without the use of transition metals or base. Furthermore, a high stereoselectivity for the (E)-isomer was observed when 1,1-dibromoarylalkenes were used, thus indicating a promising alternative for future applications in organic synthesis.
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6
Total citations:
6
Citations from 2024:
1
(16.67%)
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Perin G. et al. Tellurium-promoted stereoselective hydrodebromination of 1,1-dibromoalkenes: synthesis of (E)-bromoalkenes // RSC Advances. 2016. Vol. 6. No. 105. pp. 103657-103661.
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Perin G., M. Barcellos A., Peglow T. J., Nobre P. C., Cargnelutti R., Alves D. C. B., Marini F., Santi C. Tellurium-promoted stereoselective hydrodebromination of 1,1-dibromoalkenes: synthesis of (E)-bromoalkenes // RSC Advances. 2016. Vol. 6. No. 105. pp. 103657-103661.
Cite this
RIS
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TY - JOUR
DO - 10.1039/c6ra24295b
UR - https://doi.org/10.1039/c6ra24295b
TI - Tellurium-promoted stereoselective hydrodebromination of 1,1-dibromoalkenes: synthesis of (E)-bromoalkenes
T2 - RSC Advances
AU - Perin, Gelson
AU - M. Barcellos, Angelita
AU - Peglow, Thiago J
AU - Nobre, Patrick C.
AU - Cargnelutti, Roberta
AU - Alves, Diego C. B.
AU - Marini, Francesca
AU - Santi, Claudio
PY - 2016
DA - 2016/10/25
PB - Royal Society of Chemistry (RSC)
SP - 103657-103661
IS - 105
VL - 6
SN - 2046-2069
ER -
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BibTex (up to 50 authors)
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@article{2016_Perin,
author = {Gelson Perin and Angelita M. Barcellos and Thiago J Peglow and Patrick C. Nobre and Roberta Cargnelutti and Diego C. B. Alves and Francesca Marini and Claudio Santi},
title = {Tellurium-promoted stereoselective hydrodebromination of 1,1-dibromoalkenes: synthesis of (E)-bromoalkenes},
journal = {RSC Advances},
year = {2016},
volume = {6},
publisher = {Royal Society of Chemistry (RSC)},
month = {oct},
url = {https://doi.org/10.1039/c6ra24295b},
number = {105},
pages = {103657--103661},
doi = {10.1039/c6ra24295b}
}
Cite this
MLA
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Perin, Gelson, et al. “Tellurium-promoted stereoselective hydrodebromination of 1,1-dibromoalkenes: synthesis of (E)-bromoalkenes.” RSC Advances, vol. 6, no. 105, Oct. 2016, pp. 103657-103661. https://doi.org/10.1039/c6ra24295b.