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Rhodium-Catalyzed Intermolecular Reaction of Alkyl Azides with Diazo(aryl)acetates

Peiming Gu*, Xiu-Ping Wu, Yan Su, Xue-Qiang Li, Ping Xue, Rui Li

*Key Laboratory of Energy Sources & Engineering, Ningxia University, Yinchuan 750021, P. R. of China, Email:

P. Gu, X.-P. Wu, Y. Su, X.-Q. Li, P. Xue, R. Li, Synlett, 2014, 25, 535-538.

DOI: 10.1055/s-0033-1340173 (free Supporting Information)


An efficient intermolecular interception of alkyl azides by diazo(aryl)acetates in the presence of dirhodium tetraoctanoate gives unstable α-imino esters without overaddition of carbenoids to the C-N double bonds. After acidic workup, the corresponding α-keto esters were obtained in very good yields.

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Key Words

azides, carbenoids, diazo compounds, imines, esters, catalysis, rhodium, α-keto esters

ID: J60-Y2014