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Oxidative Mannich Reaction of N-Carbobenzyloxy Amines with 1,3-Dicarbonyl Compounds

Jun-ichi Matsuo,* Yumi Tanaki and Hiroyuki Ishibashi

*Division of Pharmaceutical Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan, Email:

J-I. Matsuo, Y. Tanaki, H. Ishibashi, Org. Lett., 2006, 8, 4371-4374.

DOI: 10.1021/ol0618095


Efficient carbon-carbon bond formation of N-carbobenzyloxy amines with 1,3-dicarbonyl compounds at the α-position of nitrogen was established by a one-pot oxidative Mannich reaction using N-tert-butylbenzenesulfinimidoyl chloride as an oxidant.

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Key Words

Mannich Reaction, β-Amino Acids, Active Methylene Compounds, N-tert-Butylbenzenesulfinimidoyl chloride

ID: J54-Y2006-2890