Journal
ORGANIC LETTERS
Volume 14, Issue 12, Pages 3218-3221Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol301220s
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Funding
- National Science Foundation of China [21002045]
- Fundamental Research Funds for the Central Universities [lzujbky-2012-55]
- State Key Laboratory of Applied Organic Chemistry
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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 alpha-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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