Synthesis of chiral vicinal C2 symmetric and unsymmetric bis(sulfonamide) ligands based on trans-1,2-cyclohexanediamine by aminolysis of N-tosylaziridines

Bisai, Alakesh ; Bhanu Prasad, B. A. ; Singh, Vinod K. (2005) Synthesis of chiral vicinal C2 symmetric and unsymmetric bis(sulfonamide) ligands based on trans-1,2-cyclohexanediamine by aminolysis of N-tosylaziridines Tetrahedron Letters, 46 (46). pp. 7935-7939. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2005.09.089

Abstract

The ring opening of N-tosylaziridines with aliphatic amines can be efficiently catalyzed by lithium perchlorate to provide derivatives of the trans-1,2-diamine in high yields. The reaction was used in desymmetrization of several cyclic N-tosylaziridines using chiral amines. Using this strategy, an efficient synthesis of chiral vicinal C2 symmetric bis(sulfonamide) and unsymmetrical bis(sulfonamide) ligands based on trans-1,2-cyclohexanediamine was developed.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Chiral C2 Symmetric and Unsymmetric Ligands; Sulfonamide Ligands; Aminolysis; Aziridines
ID Code:55395
Deposited On:18 Aug 2011 08:42
Last Modified:18 Aug 2011 08:42

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