Chiral 2-amino-2'-hydroxy-1,1'-binaphthyl (NOBIN) was obtained by resolution of racemic NOBIN, which was prepared by catalytic cross- coupling of 2-naphthol and 2-amino-naphthylene. Two structurally novel chiral P, N ligands, S-(+)-2-(2-pyridinyl-carboxamido)-2'- diphenylphosphino-1,1'- binaphthyl(1a) and S-(+)-2-(6-methyl-2- pyridinylcarboxamido)-2'- diphenyl-phosphino-1,1'-binaphthyl(1b), were synthesized in six steps from the chiral framework of S-NOBIN. The enantioselective 1,4-conjugate addition of diethylzinc to 2- cyclohexen-1-one catalyzed by Cu(Ⅰ)/1 complexes was performed. 3- ethylcyclohexanone(130 of up to 92% e.e. was obtained with 1b as the ligand under the optimum conditions.

Key words: ADDITION REACTION, PYRIDINE P, BINAPHTHYL