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C-N Bond Cleavage of Allylic Amines via Hydrogen Bond Activation with Alcohol Solvents in Pd-Catalyzed Allylic Alkylation of Carbonyl Compounds

Xiaohu Zhao, Delong Liu, Hui Guo, Yangang Liu and Wanbin Zhang*

*School of Chemistry and Chemical Engineering and School of Pharmacy, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P.R. China, Email:

X. Zhao, D. Liu, H. Guo, Y. Liu, W. Zhang, J. Am. Chem. Soc., 2011, 133, 19354-19357.

DOI: 10.1021/ja209373k (free Supporting Information)


Hydrogen-bond-activated C-N bond cleavage enables Pd-catalyzed allylic alkylation of allylic amines with carbonyl compounds in inexpensive methanol as solvent. The method allows the conversion of a series of allylic amines and carbonyl compounds with excellent results.

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ID: J48-Y2011-3470