Unexpected Copper-Catalyzed Aerobic Oxidative Cleavage of C(sp3)–C(sp3) Bond of Glycol Ethers
Publication type: Journal Article
Publication date: 2012-06-05
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
22668348
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An unexpected Cu-catalyzed oxidative cleavage of the C(sp(3))-C(sp(3)) bond in glycol ethers by using air or molecular oxygen as the terminal stoichiometric oxidant is demonstrated. As a result, the corresponding α-acyloxy ethers and formates of 1,2-ethanediol are formed by direct coupling of carboxylic acids and aldehydes with glycol ethers under the reaction conditions. This method represents the first example of Cu-catalyzed aerobic cleavage of saturated C-C bond in ethers.
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Total citations:
78
Citations from 2025:
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GOST
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Liu Z. et al. Unexpected Copper-Catalyzed Aerobic Oxidative Cleavage of C(sp3)–C(sp3) Bond of Glycol Ethers // Organic Letters. 2012. Vol. 14. No. 12. pp. 3218-3221.
GOST all authors (up to 50)
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Liu Z., Zhao L., Shang X., Cui Z. Unexpected Copper-Catalyzed Aerobic Oxidative Cleavage of C(sp3)–C(sp3) Bond of Glycol Ethers // Organic Letters. 2012. Vol. 14. No. 12. pp. 3218-3221.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol301220s
UR - https://doi.org/10.1021/ol301220s
TI - Unexpected Copper-Catalyzed Aerobic Oxidative Cleavage of C(sp3)–C(sp3) Bond of Glycol Ethers
T2 - Organic Letters
AU - Liu, Zhongquan
AU - Zhao, Lixing
AU - Shang, Xiaojie
AU - Cui, Zili
PY - 2012
DA - 2012/06/05
PB - American Chemical Society (ACS)
SP - 3218-3221
IS - 12
VL - 14
PMID - 22668348
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2012_Liu,
author = {Zhongquan Liu and Lixing Zhao and Xiaojie Shang and Zili Cui},
title = {Unexpected Copper-Catalyzed Aerobic Oxidative Cleavage of C(sp3)–C(sp3) Bond of Glycol Ethers},
journal = {Organic Letters},
year = {2012},
volume = {14},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/ol301220s},
number = {12},
pages = {3218--3221},
doi = {10.1021/ol301220s}
}
Cite this
MLA
Copy
Liu, Zhongquan, et al. “Unexpected Copper-Catalyzed Aerobic Oxidative Cleavage of C(sp3)–C(sp3) Bond of Glycol Ethers.” Organic Letters, vol. 14, no. 12, Jun. 2012, pp. 3218-3221. https://doi.org/10.1021/ol301220s.