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Practical asymmetric synthesis of 1,2-diamines in the 3-aminoazepane series
1Laboratoire de Chimie Thérapeutique, UMR 8638 associée au CNRS et à l'Université René Descartes, Faculté des Sciences Pharmaceutiques et Biologiques, 4, av de l'Observatoire, 75270 Paris Cedex 06, France.
The Journal of Organic Chemistry
|March 29, 2003
Abstract:
A simple and versatile method for the enantio- and diastereoselective synthesis of mono- or disubstituted 3-aminoazepanes is described. The key step involves a highly regio- and diastereoselective tandem ring-enlargement/alkylation or reduction process. This novel synthetic route provides enantiomerically pure constrained diamines interesting as scaffolds for medicinal chemistry.