Aminolysis of N-tosylaziridines: an approach to asymmetric synthesis of symmetric and unsymmetric chiral sulfonamide ligands

作者：Bisai Alakesh; Prasad B A Bhanu; Singh Vinod K^*

来源：Arkivoc, 2007, 20-37.

• aminolysis
• bis(sulfonamide) ligands
• trans-1,2-cyclohexanediamine
• lithium perchlorate
• N-tosylaziridines

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 was developed of chiral vicinal C-2 symmetric bis-(sulfonamides), unsymmetrical bis( sulfonamides) and other symmetric and unsymmetric ligands based on trans1,2-cyclohexanediamine.

• 出版日期2007