Dedicated to Professor Jürgen Martens on the occasion of his outstanding contribution to organic synthetic chemistry DOI: http://dx.doi.org/10.3998/ark.5550190.p008.802
AbstractEnantioselective construction of a C 2 -symmetric spirobi(1,2,3,4-tetrahydroquinoline) framework has been achieved through an intramolecular Cu-catalyzed C-N bond coupling of 1,3-propanediamide substrates possessing bromophenyl substituents. The use of N,N'-dimethyl-1,2-diphenylethylenediamine as the chiral ligand was found to be essential in this asymmetric catalysis. Optically pure compound was shortly obtained by a single recrystallization of the enantioenriched product, which was successfully derivatised to a new chiral diphosphine ligand.