Copper(I)-Promoted Alkylation of Alkenylbenzyldimethylsilanes
Publication type: Journal Article
Publication date: 2014-05-26
scimago Q2
wos Q2
SJR: 0.542
CiteScore: 5.0
Impact factor: 2.7
ISSN: 21935807, 21935815
Organic Chemistry
Abstract
Palladium-catalyzed cross-coupling of acid- and base-unstable heteroatom-functionalized organosilanes and C(sp2)X electrophiles such as aryl and alkenyl (pseudo)halides has been extensively studied. In contrast, little is known about the coupling between unactivated alkenyltrialkylsilanes and C(sp3)X electrophiles. Herein, the copper(I)-promoted coupling of chromatographically stable alkenylbenzyldimethylsilanes with unreactive alkyl halides as well as allyl and benzyl halides is described. The reaction proceeds in the presence of CuI-P(OEt)3 and Bu4NF⋅(tBuOH)4 to produce stereodefined di- and trisubstituted alkenes with complete retention of configuration.
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Total citations:
16
Citations from 2024:
1
(6.25%)
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GOST
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Takeda T. et al. Copper(I)-Promoted Alkylation of Alkenylbenzyldimethylsilanes // Asian Journal of Organic Chemistry. 2014. Vol. 3. No. 8. pp. 838-841.
GOST all authors (up to 50)
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Takeda T., Matsumura R., Wasa H., Tsubouchi A. Copper(I)-Promoted Alkylation of Alkenylbenzyldimethylsilanes // Asian Journal of Organic Chemistry. 2014. Vol. 3. No. 8. pp. 838-841.
Cite this
RIS
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TY - JOUR
DO - 10.1002/ajoc.201402060
UR - https://doi.org/10.1002/ajoc.201402060
TI - Copper(I)-Promoted Alkylation of Alkenylbenzyldimethylsilanes
T2 - Asian Journal of Organic Chemistry
AU - Takeda, Takeshi
AU - Matsumura, Ryo
AU - Wasa, Hideki
AU - Tsubouchi, Akira
PY - 2014
DA - 2014/05/26
PB - Wiley
SP - 838-841
IS - 8
VL - 3
SN - 2193-5807
SN - 2193-5815
ER -
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BibTex (up to 50 authors)
Copy
@article{2014_Takeda,
author = {Takeshi Takeda and Ryo Matsumura and Hideki Wasa and Akira Tsubouchi},
title = {Copper(I)-Promoted Alkylation of Alkenylbenzyldimethylsilanes},
journal = {Asian Journal of Organic Chemistry},
year = {2014},
volume = {3},
publisher = {Wiley},
month = {may},
url = {https://doi.org/10.1002/ajoc.201402060},
number = {8},
pages = {838--841},
doi = {10.1002/ajoc.201402060}
}
Cite this
MLA
Copy
Takeda, Takeshi, et al. “Copper(I)-Promoted Alkylation of Alkenylbenzyldimethylsilanes.” Asian Journal of Organic Chemistry, vol. 3, no. 8, May. 2014, pp. 838-841. https://doi.org/10.1002/ajoc.201402060.