C2‐symmetric chiral diene ligands based on 4,8‐endo,endo‐disubstituted bicyclo[3.3.1]nona‐2,6‐diene framework have been designed and synthesized. The rhodium complexes of the dienes, which were obtained in a few straightforward steps from enantiomerically pure bicyclo[3.3.1]nonane‐2,6‐dione, exhibited excellent catalytic activity and high enantioselectivity (up to 96 % ee) in the conjugate addition reaction of arylboronic acids to cyclic enones under mild reaction conditions with high atom efficiency.

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4,8-Disubstituted Bicyclo[3.3.1]nona-2,6-dienes as Chiral Ligands for Rh--Catalyzed Asymmetric 1,4-Addition Reactions. -It is demonstrated that the bicyclo[3.3.1]nonadiene ligand (BND) exhibits excellent catalytic activity and high enantioselectivity in the conjugate addition reaction of arylboronic acids to cyclic enones. -(RIMKUS, R.; JURGELENAS, M.; STONCIUS*, S.; Eur. J. Org. Chem. 2015, 14, 3017-3021, http://dx.