Stereoselective Synthesis of Cis- and Trans-Tetrasubstituted Vinyl Silanes Using a Silyl-Heck Strategy and Hiyama Conditions for Their Cross-Coupling
Publication type: Journal Article
Publication date: 2020-06-24
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
32579845
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
We report a palladium-catalyzed, three-component carbosilylation reaction of internal symmetrical alkynes, silicon electrophiles, and primary alkyl zinc iodides. Depending on the choice of ligand, stereoselective synthesis of either cis- or trans-tetrasubstituted vinyl silanes is possible. We also demonstrate conditions for the Hiyama cross-coupling of these products to prepare geometrically defined tetrasubstituted alkenes.
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Metrics
36
Total citations:
36
Citations from 2024:
15
(41.66%)
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GOST
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Wisthoff M. F. et al. Stereoselective Synthesis of Cis- and Trans-Tetrasubstituted Vinyl Silanes Using a Silyl-Heck Strategy and Hiyama Conditions for Their Cross-Coupling // Journal of the American Chemical Society. 2020. Vol. 142. No. 28. pp. 12051-12055.
GOST all authors (up to 50)
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Wisthoff M. F., Pawley S. B., Cinderella A. P., WATSON D. P. Stereoselective Synthesis of Cis- and Trans-Tetrasubstituted Vinyl Silanes Using a Silyl-Heck Strategy and Hiyama Conditions for Their Cross-Coupling // Journal of the American Chemical Society. 2020. Vol. 142. No. 28. pp. 12051-12055.
Cite this
RIS
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TY - JOUR
DO - 10.1021/jacs.0c05382
UR - https://doi.org/10.1021/jacs.0c05382
TI - Stereoselective Synthesis of Cis- and Trans-Tetrasubstituted Vinyl Silanes Using a Silyl-Heck Strategy and Hiyama Conditions for Their Cross-Coupling
T2 - Journal of the American Chemical Society
AU - Wisthoff, Michael F
AU - Pawley, Sarah B
AU - Cinderella, Andrew P
AU - WATSON, DONALD P.
PY - 2020
DA - 2020/06/24
PB - American Chemical Society (ACS)
SP - 12051-12055
IS - 28
VL - 142
PMID - 32579845
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
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@article{2020_Wisthoff,
author = {Michael F Wisthoff and Sarah B Pawley and Andrew P Cinderella and DONALD P. WATSON},
title = {Stereoselective Synthesis of Cis- and Trans-Tetrasubstituted Vinyl Silanes Using a Silyl-Heck Strategy and Hiyama Conditions for Their Cross-Coupling},
journal = {Journal of the American Chemical Society},
year = {2020},
volume = {142},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/jacs.0c05382},
number = {28},
pages = {12051--12055},
doi = {10.1021/jacs.0c05382}
}
Cite this
MLA
Copy
Wisthoff, Michael F., et al. “Stereoselective Synthesis of Cis- and Trans-Tetrasubstituted Vinyl Silanes Using a Silyl-Heck Strategy and Hiyama Conditions for Their Cross-Coupling.” Journal of the American Chemical Society, vol. 142, no. 28, Jun. 2020, pp. 12051-12055. https://doi.org/10.1021/jacs.0c05382.