Enantioselective synthesis of both enantiomers of vicinal norbornanediamines through the Leuckart reaction of 2-norbornanones
The reaction of 2-norbornanones bearing an amine derivative in the bridgehead position with formamide and formic acid yields enantiomerically pure 1,2-norbornane diamides. These compounds are excellent precursors of chiral vicinal diamines, which have been increasingly used due to their numerous applications in medicinal chemistry and asymmetric synthesis. The rigid structure of the norbornane framework allows the study of conformational equilibrium in the formamide groups and its dependence on other substituents in the molecule.
Martinez, Antonio Garcia,Teso Vilar, Enrique,Fraile, Amelia Garcia,Martinez-Ruiz, Paloma