Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 19, Pages 12579-12584Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01744
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Funding
- National Natural Science Foundation of China (NSFC) [21662024]
- Foundation of A Hundred Youth Talents Training Program of Lanzhou Jiaotong University
- Young Teacher Research Foundation of Northwest Normal University [NWNU-LKQN2019-15]
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A practical Cu-catalyzed oxidation of alpha-diazoesters to alpha-ketoesters using molecular oxygen as an oxidant has been developed. Both electron-poor and electron-rich aryl alpha-diazoesters are suitable substrates and provide the alpha-ketoesters in good yields. In this oxidative system, alpha-diazo-beta-ketoesters are also compatible as substrates but unexpectedly furnish alpha-ketoesters via C-C bond cleavage, rather than the vicinal tricarbonyl products.
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