Stereoselective synthesis of ring C-hexasubstituted trianglamines.

The addition of organolithium reagents to the trianglimine derived from (R,R)-1,2-diaminocyclohexane and terephthalaldehyde gave the corresponding trianglamine with complete stereocontrol and the R configuration of all six newly formed stereocenters. The structure of the hexaphenyl-substituted macrocycle was determined by X-ray crystallographic study. The new trianglamines were tested as ligands in enantioselective catalytic reactions.