4,8‐Disubstituted Bicyclo[3.3.1]nona‐2,6‐dienes as Chiral Ligands for Rh‐Catalyzed Asymmetric 1,4‐Addition Reactions

Abstract

Abstract C 2 ‐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.