Three-Component Reactions of Diazoesters, Aldehydes, and Imines Using a Dual Catalytic System Consisting of a Rhodium(II) Complex and a Lewis Acid
Publication type: Journal Article
Publication date: 2018-04-19
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
29671597
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A dual catalytic system, dirhodium tetrapivalate/ytterbium(III) triflate, enables the three-component reactions of α-alkyl-α-diazoesters, aromatic aldehydes, and N-benzylidenebenzylamine derivatives to afford the corresponding β-amino alcohols in good yields after hydrolysis of the oxazolidine cycloadducts, whereas no β-amino alcohols are obtained in the absence of ytterbium(III) triflate. A similar dual catalytic system, dirhodium tetraacetate/ytterbium(III) triflate, is found to be effective in accelerating the reactions of α-aryl-α-diazoesters in high yields. Furthermore, the reactions using dimethyl diazomalonate are described.
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Total citations:
16
Citations from 2024:
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(6.25%)
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GOST
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Toda Y. et al. Three-Component Reactions of Diazoesters, Aldehydes, and Imines Using a Dual Catalytic System Consisting of a Rhodium(II) Complex and a Lewis Acid // Organic Letters. 2018. Vol. 20. No. 9. pp. 2659-2662.
GOST all authors (up to 50)
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Toda Y., Kaku W., Tsuruoka M., Shinogaki S., Abe T., KAMIYA H., Kikuchi A., Itoh K., Suga H. Three-Component Reactions of Diazoesters, Aldehydes, and Imines Using a Dual Catalytic System Consisting of a Rhodium(II) Complex and a Lewis Acid // Organic Letters. 2018. Vol. 20. No. 9. pp. 2659-2662.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.8b00865
UR - https://doi.org/10.1021/acs.orglett.8b00865
TI - Three-Component Reactions of Diazoesters, Aldehydes, and Imines Using a Dual Catalytic System Consisting of a Rhodium(II) Complex and a Lewis Acid
T2 - Organic Letters
AU - Toda, Yasunori
AU - Kaku, Wakatake
AU - Tsuruoka, Makoto
AU - Shinogaki, Sho
AU - Abe, Tomoka
AU - KAMIYA, Hideaki
AU - Kikuchi, Ayaka
AU - Itoh, Kennosuke
AU - Suga, Hiroyuki
PY - 2018
DA - 2018/04/19
PB - American Chemical Society (ACS)
SP - 2659-2662
IS - 9
VL - 20
PMID - 29671597
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
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@article{2018_Toda,
author = {Yasunori Toda and Wakatake Kaku and Makoto Tsuruoka and Sho Shinogaki and Tomoka Abe and Hideaki KAMIYA and Ayaka Kikuchi and Kennosuke Itoh and Hiroyuki Suga},
title = {Three-Component Reactions of Diazoesters, Aldehydes, and Imines Using a Dual Catalytic System Consisting of a Rhodium(II) Complex and a Lewis Acid},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.orglett.8b00865},
number = {9},
pages = {2659--2662},
doi = {10.1021/acs.orglett.8b00865}
}
Cite this
MLA
Copy
Toda, Yasunori, et al. “Three-Component Reactions of Diazoesters, Aldehydes, and Imines Using a Dual Catalytic System Consisting of a Rhodium(II) Complex and a Lewis Acid.” Organic Letters, vol. 20, no. 9, Apr. 2018, pp. 2659-2662. https://doi.org/10.1021/acs.orglett.8b00865.