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Synthesis of 1,2-Diamines

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The selective aldimine cross-coupling represents a simple and flexible method for the synthesis of highly substituted unsymmetrical 1,2-diamines. In addition, either the syn- or anti-configurated vicinal diamine can be obtained, depending on the choice of the workup and reduction conditions.
C. Kison, N. Meyer, T. Opatz, Angew. Chem., 2005, 117, 5807-5809.


C. Kison, N. Meyer, T. Opatz, Angew. Chem., 2005, 117, 5807-5809.


C. Kison, N. Meyer, T. Opatz, Angew. Chem., 2005, 117, 5807-5809.


A Lewis acid-catalyzed three-component, mild, highly atom econocial, direct-type Mannich reaction of simple aromatic and enolizable aliphatic aldehydes, secondary amines, and glycine derivatives affords various synthetically important anti-α,β-diamino ester derivatives in high yields with high diastereoselectivities.
M. M. Salter, J. Kobayashi, Y. Shimizu, S. Kobayashi, Org. Lett., 2006, 8, 3533-3536.